反应 #1583835

ord-36b4c907a0fb47ca9bbc316f1f384bee

反应方程式

COC(=O)NCc1cc(C#C[Si](C)(C)C)ccc1Cl
methyl N-[[2-chloro-5-[2-(trimethylsilyl)ethynyl]phenyl]methyl]-carbamate
COC(=O)NCc1cc(C#C[Si](C)(C)C)ccc1Cl
product
COC(=O)NCc1cc(C#C[Si](C)(C)C)ccc1Cl
methyl N-[[2-chloro-5-[2-(trimethylsilyl)ethynyl]-phenyl]methyl]carbamate
[K+].[OH-]
potassium hydroxide
C#Cc1ccc(Cl)c(CNC(=O)OC)c1
title compound
C#Cc1ccc(Cl)c(CNC(=O)OC)c1
methyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamate

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    浓缩concentrated
  2. 2
    其他The resulting residue was partitioned between ethyl acetate and water
  3. 3
    其他the organic layer was separated
  4. 4
    洗涤washed with water
  5. 5
    干燥dried over magnesium sulfate
  6. 6
    过滤filtered
  7. 7
    浓缩concentrated under reduced pressure

实验过程

To a solution of methyl N-[[2-chloro-5-[2-(trimethylsilyl)ethynyl]phenyl]methyl]-carbamate (i.e. the product of Step C) (1.37 g, 4.6 mmol) in methanol (28 mL) was added potassium hydroxide (2.3 mL, 1M in methanol). The reaction mixture was stirred at room temperature for 18 h, and then concentrated. The resulting residue was partitioned between ethyl acetate and water, the organic layer was separated, washed with water, dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the title compound as a brown oil (0.90 g).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09198433B2uspto-grants-2015_12