반응 #1583835

ord-36b4c907a0fb47ca9bbc316f1f384bee

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축concentrated
  2. 2
    기타The resulting residue was partitioned between ethyl acetate and water
  3. 3
    기타the organic layer was separated
  4. 4
    세척washed with water
  5. 5
    건조dried over magnesium sulfate
  6. 6
    여과filtered
  7. 7
    농축concentrated under reduced pressure

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09198433B2uspto-grants-2015_12