2-Butanone oxime → HCID 87736951, compound

HRID 2221367Notes

Reaction equation

HRID 2221367 reaction equation
[CH3:1][C:2](=[N:5][OH:6])[CH2:3][CH3:4].[N:7]([CH2:10][Si:11]([O:16][CH3:17])([O:14][CH3:15])[O:12][CH3:13])=[C:8]=[O:9]>>[CH2:3]([C:2](=[N:5][OH:6])[CH2:1][C:8](=[O:9])[NH:7][CH2:10][Si:11]([O:14][CH3:15])([O:16][CH3:17])[O:12][CH3:13])[CH3:4]

Participants

3

Reactant 2

HCID 72922-Butanone oximeHCID 21981742(Isocyanatomethyl)(trimethoxy)silane

Product 1

HCID 87736951HCID 87736951, compound

Procedure

A stirred mixture conditioned at a temperature of 80° C. of 86.1 g of 2-butanone oxime and 120 mg of “Borchi catalyst” (catalyst VP 0244 from Borchers GmbH, Langenfeld) was admixed over the course of 60 min with 150 g of (isocyanatomethyl)trimethoxysilane. After the end of the addition the mixture was stirred at the temperature stated for a further 60 min and excess 2-butanone oxime was removed by distillation. This gave N-[(trimethoxysilyl)methyl]carbamoylmethyl ethyl ketone oxime in quantitative yield with a purity of >95% (analysis by 29Si and 1H NMR).

Workup

  1. additionAfter the end of the addition the mixture
  2. customexcess 2-butanone oxime was removed by distillation

Sources & evidence

ORD record
ord-cd3c39665c224266962b604f3c5258ce
Source dataset
uspto-grants-2008_05
Patent number
US07368586B2

Reaction notes

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