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

HRID 653544Notes

Reaction equation

HRID 653544 reaction equation
[Cl:1][CH2:2][C:3]([SiH2:7][CH:8](Cl)Cl)=[CH:4][CH2:5][Cl:6].C1[CH2:15][O:14]CC1.[CH3:16][OH:17].N(CC)(CC)CC>CCOCC>[Cl:1][CH2:2][C:3]([SiH2:7][CH:8]([O:14][CH3:15])[O:17][CH3:16])=[CH:4][CH2:5][Cl:6]

Participants

6

Reactant 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 1236151651,4-Dichloro-2-(dichloromethyl)silyl-2-butene

Product 1

HCID 1234798241,4-Dichloro-2-(dimethoxymethyl)silyl-2-buteneYield 80%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

11.5 g (48 mmols) of 1,4-dichloro-2-(dichloromethyl)silyl-2-butene, 1.0 ml of THF, 5.9 ml (48×2×1.5 mmols) of CH3OH, 20 ml (48×2×1.5 mmols) of (C2H5)3N, and 30 ml of (C2H5)2O were used and subjected to vacuum distillation, thereby obtaining 8.8 g of 1,4-dichloro-2-(dimethoxymethyl)silyl-2-butene.

Workup

  1. distillationsubjected to vacuum distillation

Sources & evidence

ORD record
ord-df132fc2d46d403ea3772ff03878e394
Source dataset
uspto-grants-1987_06
Patent number
US04677216

Reaction notes

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