Methyldichlorosilane → HCID 14950709, compound

HRID 1450016Notes

Reaction equation

HRID 1450016 reaction equation
[C:1]1([P:7]([CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[C:20]3[C:25]=2[C:24]([C:26]2[C:35]4[C:30](=[CH:31][CH:32]=[CH:33][C:34]=4[CH2:36][P:37]([C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=4)([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)=O)[CH:29]=[CH:28][CH:27]=2)=[CH:23][CH:22]=[CH:21]3)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CCCC)CCCC)CCC.C[SiH](Cl)Cl>C1(C)C(C)=CC=CC=1>[C:45]1([P:37]([CH2:36][C:34]2[CH:33]=[CH:32][CH:31]=[C:30]3[C:35]=2[C:26]([C:24]2[C:25]4[C:20](=[CH:19][CH:18]=[CH:17][C:16]=4[CH2:15][P:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[C:9]4[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=4)[CH:21]=[CH:22][CH:23]=2)=[CH:27][CH:28]=[CH:29]3)[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=1

Participants

5

Reactant 3

HCID 6376MethyldichlorosilaneHCID 7622TributylamineHCID 14950708HCID 14950708, compound

Product 1

HCID 14950709HCID 14950709, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

20.48 g (0.03 mol) of 8,8'-bis(diphenylphosphinylmethyl)-1,1'-binaphthyl are suspended in 75 ml of xylene and 36 ml (0.15 mol) of tri-n-butylamine in the absence of air and moisture, and 16.57 g (0.144 mol) of methyldichlorosilane are added dropwise with stirring. The mixture is then refluxed for 14 hours to give a clear solution. Xylene is distilled off at atmospheric pressure, and the mixture is allowed to cool with stirring. This results in the formation of 8,8'-bis(diphenylphosphinomethyl)-1,1'-binaphthyl as a colorless solid, which is filtered off under an inert gas and washed with 20 ml of degassed acetone. 16.7 g (87%) of colorless crystals of melting point 168° to 170° C. are obtained.

Workup

  1. temperatureThe mixture is then refluxed for 14 hours
  2. customto give a clear solution
  3. distillationXylene is distilled off at atmospheric pressure
  4. temperatureto cool
  5. stirringwith stirring

Sources & evidence

ORD record
ord-cebfd983bd054257a3bf7ef6f0475ed3
Source dataset
uspto-grants-1997_02
Patent number
US05600006

Reaction notes

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