反応 #7117

反応方程式

Thionyl chloride

cis-2-aminocyclohexanecarboxylic acid

methanol

→

cis-2-aminocyclohexanecarboxylic acid methyl ester

反応条件

後処理

1. 1
   その他The clear solution was then evaporated to dryness
2. 2
   その他the residual volatiles were removed on high vacuum

実験手順

Thionyl chloride (5.48 g, 46.1 mmol) was added dropwise to a solution of cis-2-aminocyclohexanecarboxylic acid (2.0 g, 14.0 mmol) in methanol (50 mL) at 0° C. The mixture was allowed to warm to room temperature and stir for 18 h. The clear solution was then evaporated to dryness, and the residual volatiles were removed on high vacuum. The crude product, cis-2-aminocyclohexanecarboxylic acid methyl ester, was isolated in quantitative yield and used in the next reaction without purification: 1H NMR (400 MHz, CDCl3) δ 8.50 (s br, 2 H), 3.78 (s, 3 H), 3.59 (s br, 1 H), 3.18 (s br, 1 H), 2.27 (m, 1 H), 2.08 (m, 1 H), 1.88 (m, 2 H), 1.45 (m, 4 H).

出典