Реакция #1583835

Уравнение реакции

methyl N-[[2-chloro-5-[2-(trimethylsilyl)ethynyl]phenyl]methyl]-carbamate

product

methyl N-[[2-chloro-5-[2-(trimethylsilyl)ethynyl]-phenyl]methyl]carbamate

potassium hydroxide

→

title compound

methyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamate

Растворители

methanol

Условия реакции

Обработка

1. 1
   Концентрированиеconcentrated
2. 2
   ДругоеThe resulting residue was partitioned between ethyl acetate and water
3. 3
   Другоеthe organic layer was separated
4. 4
   Промывкаwashed with water
5. 5
   Сушкаdried over magnesium sulfate
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated under reduced pressure

Методика

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).

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