تفاعل #1583835

ord-36b4c907a0fb47ca9bbc316f1f384bee

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزconcentrated
  2. 2
    أخرىThe resulting residue was partitioned between ethyl acetate and water
  3. 3
    أخرىthe organic layer was separated
  4. 4
    غسيلwashed with water
  5. 5
    تجفيفdried over magnesium sulfate
  6. 6
    ترشيحfiltered
  7. 7
    تركيزconcentrated under reduced pressure

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09198433B2uspto-grants-2015_12