反応 #684959

ord-c8b59da672be474998bc6fc2c9998c2d

反応方程式

O
water
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)(C)Br
t-butyl bromide
C#CCCC(=O)O
4-pentynoic acid
C#CCCC(=O)OC(C)(C)C
title compound
C#CCCC(=O)OC(C)(C)C
t-Butyl 4-pentynoate

反応条件

温度
55°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出the reaction mixture was extracted with ethyl acetate
  2. 2
    洗浄washed with water
  3. 3
    乾燥dried over anhydrous magnesium chloride
  4. 4
    ろ過filtered through silica gel
  5. 5
    濃縮The filtrate was concentrated under reduced pressure

実験手順

Benzyltriethylammonium chloride (5.92 g), potassium carbonate (93.4 g), and t-butyl bromide (143 ml) were added to a solution of 4-pentynoic acid (2550 mg) in N,N-dimethylacetamide (230 ml), and this reaction mixture was stirred at 55° C. for 24 hours. After water was added, the reaction mixture was extracted with ethyl acetate, washed with water, dried over anhydrous magnesium chloride, and then filtered through silica gel. The filtrate was concentrated under reduced pressure to give the title compound (2.10 g). This compound was used in the following reaction without further purification.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07897387B2uspto-grants-2011_03