Methanol → 1,4-Dichloro-2-(trimethoxy)silyl-2-butene

HRID 653540Notes

Reaction equation

HRID 653540 reaction equation
C1[CH2:5][O:4]CC1.[Cl:6][CH2:7][C:8]([Si:12](Cl)(Cl)Cl)=[CH:9][CH2:10][Cl:11].[CH3:16][OH:17].N(CC)(CC)CC.CC[O:27][CH2:28]C>>[Cl:6][CH2:7][C:8]([Si:12]([O:4][CH3:5])([O:27][CH3:28])[O:17][CH3:16])=[CH:9][CH2:10][Cl:11]

Participants

6

Reactant 5

HCID 887MethanolHCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 53421800Trichloro(1,4-dichlorobut-2-en-2-yl)silane

Product 1

HCID 544102631,4-Dichloro-2-(trimethoxy)silyl-2-buteneYield 80%

Procedure

Seven milliliters of a THF solution of 14.2 g (55 mmols) of 1,4-dichloro-2-(trichloro)silyl-2-butene was cooled to -10° C., into which was gently dropped a mixed solution of 10 ml (55×3×1.5 mmols) of CH3OH and 34.5 ml (55×3×1.5 mmols) of (C2H5)3N. Subsequently, the mixture was agitated for 1 hour, to which was added 30 ml of dried ether. The resulting (C2H5)3N.HCl was removed by filtration and the solvent was distilled off under a reduced pressure and subjected to vacuum distillation to obtain 10.8 g of 1,4-dichloro-2-(trimethoxy) silyl-2-butene.

Workup

  1. customThe resulting (C2H5)3N.HCl was removed by filtration
  2. distillationthe solvent was distilled off under a reduced pressure
  3. distillationsubjected to vacuum distillation

Sources & evidence

ORD record
ord-d59557c0eae64b5b8b91f8bc78f0b5b0
Source dataset
uspto-grants-1987_06
Patent number
US04677216

Reaction notes

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