反応 #1583835

ord-36b4c907a0fb47ca9bbc316f1f384bee

反応方程式

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

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    濃縮concentrated
  2. 2
    その他The resulting residue was partitioned between ethyl acetate and water
  3. 3
    その他the organic layer was separated
  4. 4
    洗浄washed with water
  5. 5
    乾燥dried over magnesium sulfate
  6. 6
    ろ過filtered
  7. 7
    濃縮concentrated under reduced pressure

実験手順

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).

出典

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