31886-58-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,31886-58-5 ,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, other downstream synthetic routes, hurry up and to see
31886-58-5, A common heterocyclic compound, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.”31886-58-5
EXAMPLE A2; Preparation of (RC,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen-1-yl]cyclo-hexylphosphino-1′-bromoferrocene of the formula (A2) [Cy=cyclohexyl; Me=methyl]; a) Preparation of the Monochlorophosphine X4; 1.3 M s-BuLi solution in cyclohexane (7.7 ml, 10 mmol) is added to a solution of (R)-N,N-dimethyl-1-ferrocenylethylamine[(R)-Ugi amine] (2.57 g, 10 mmol) in TBME (15 ml) over a period of 10 minutes and at a temperature below -20 C. After the addition is complete, the reaction mixture is warmed to 0 C. and stirred at this temperature for 1.5 hours. Dichlorocyclohexylphosphine (1.51 ml, 10 mmol) is then added at a temperature below -60 C. over a period of 10 minutes. The mixture is then stirred at -78 C. for another 30 minutes, the cooling bath is removed, the reaction mixture is stirred for a further one hour. This gives the monochlorophosphine X4.; EXAMPLE 1; Preparation of [(RC,RC,)(SFc,SFc,)(SP,SP)-1-[2-(1-dimethylaminoethyl)ferrocenyl]phenylphosphino-1′-[2-(1-dimethylaminoethyl)ferrocenyl]cyclohexylphosphinoferrocene of the formula (B1) [R=phenyl; Me=methyl, R’=cyclohexyl]; Reaction mixture a) 1.3 M s-BuLi solution in cyclohexane (3.85 ml, 5 mmol) is added to a solution of (R)-N,N-dimethyl-1-ferrocenylethylamine[(R)-Ugi amine] (1.28 g, 5 mmol) in TBME (10 ml) over a period of 10 minutes and at a temperature below -20 C. After the addition is complete, the reaction mixture is warmed to 0 C. and stirred at this temperature for another 1.5 hours. Dichlorocyclohexylphosphine (0.76 ml, 5 mmol) is then added at a temperature below -60 C. over a period of 10 minutes. The reaction mixture is then stirred at -78 C. for another 30 minutes, the cooling bath is removed and the reaction mixture is stirred for a further one hour to give the monochlorophosphine X7.; EXAMPLE 3; Preparation of [(RC,RC,)(SFc,SFc,)(SP,SP)-1-[2-(1-dimethylaminoethyl)-ferrocenyl]phenylphosphino-1′-[2-(1-dimethylaminoethyl)ferrocenyl]cyclohexyl-phosphinoferrocene of the formula (B1) [R=phenyl; Me=methyl, R’=cyclohexyl]; a) 1.3 M s-BuLi solution in cyclohexane (3.85 ml, 5 mmol) is added to a solution of (R)-N,N-dimethyl-1-ferrocenylethylamine[(R)-Ugi amine] (1.28 g, 5 mmol) in TBME (10 ml) over a period of 10 minutes and at a temperature below -20 C. After the addition is complete, the reaction mixture is warmed to 0 C. and stirred at this temperature for another 1.5 hours. This gives the lithiated Ugi amine X9.; EXAMPLE 4; Preparation of [(RC,RC,)(SFc,SFc,)(SP,SP)-1-[2-[(1-dimethylaminoethyl)-ferrocenyl]phenylphosphino-1′-[2-(1-dimethylaminoethyl)ferrocenyl]isopropyl-phosphinoferrocene of the formula (B2) [R=phenyl; Me=methyl, R’=isopropyl]; a) 1.3 M s-BuLi solution in cyclohexane (3.08 ml, 4 mmol) is added to a solution of (R)-N,N-dimethyl-1-ferrocenylethylamine[(R)-Ugi amine] (1.03 g, 4 mmol) in TBME (10 ml) over a period of 10 minutes and at a temperature below -20 C. After the addition is complete, the reaction mixture is warmed to 0 C. and stirred at this temperature for another 1.5 hours. This gives the lithiated Ugi amine X9.; b) In a vessel, 7.7 ml (10 mmol) of s-BuLi (1.3 M in cyclohexane) are added to a solution of (R)-N,N-dimethyl-1-ferrocenylethylamine[(R)-Ugi amine] (2.57 g, 10 mmol) in TBME (15 ml) at a temperature below -20 C. over a period of 10 minutes. After the addition is complete, the reaction mixture is warmed to 0 C. and stirred at this temperature for another 1.5 hours. Dichloroisopropylphosphine (1.23 ml, 10 mmol) is then added at a temperature below -60 C. over a period of 10 minutes. The mixture is then stirred at -78 C. for another 30 minutes, the cooling bath is removed and the reaction mixture is stirred for a further one hour. This gives the monochlorophosphine X8.; EXAMPLE ; Preparation of [(RC,RC),(SFc,SFc),(SP,SP)]-1-[2-(1-N,N-dimethylamino-ethyl)-1-ferrocenyl](4-methoxyphenyl)phosphino-1′-[2-(1-N,N-dimethylaminoethyl)-1-ferrocenyl]cyclohexylphosphinoferrocene of the formula (B6); Reaction mixture a): 7.7 ml (10 mmol) of s-BuLi (1.3 M in cyclohexane) are added dropwise to a cooled solution of 2.57 g (10 mmol) of (R)-N,N-dimethyl-1-ferrocenyl-ethylamine [(R)-Ugi amine] in TBME (15 ml) at such a rate that the temperature remains below -20 C. After the addition, the temperature is allowed to rise to 0 C. and the mixture is stirred at this temperature for another 1.5 hours. The mixture is then cooled to -78 C. and 1.52 ml (10 mmol) of cyclohexyldichlorophosphine are added dropwise at such a rate that the temperature does not exceed -60 C. The mixture is stirred at -78 C. for a further 30 minutes, the cooling is then removed and the suspension containing the monochlorophosphine (RC,SFc)-[2-(1-N,N-dimethylamino-ethyl)-1-ferrocenyl]cyclohexylchlorophosphine is stirred for a further 1 hour.; Reaction mixture d): 7.7 ml (10 mmol) of s-BuLi (1.3 M in cyclohexane) are added dropwise to a cooled solution of (R)-N,N-dimethyl-1-ferrocenylethylamine[(R)-Ugi amine] (2.57 g, 10 mmol) in TBME (15 ml) at such a rate th…
31886-58-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,31886-58-5 ,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, other downstream synthetic routes, hurry up and to see
Reference£º
Patent; Chen, Weiping; Spindler, Felix; Nettekoven, Ulrike; Pugin, Benoit; US2010/160660; (2010); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis