Itaconic acid → 1-Cyclohexyl-5-oxopyrrolidine-3-carboxylic acid

HRID 58554

反応式

HRID 58554 の反応式
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:8]=[C:9]([CH2:13][C:14](O)=[O:15])[C:10]([OH:12])=[O:11].[OH-].[Na+]>O>[CH:1]1([N:7]2[C:14](=[O:15])[CH2:13][CH:9]([C:10]([OH:12])=[O:11])[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 811Itaconic acidHCID 7965CyclohexylamineHCID 14798Sodium Hydroxide

生成物 1

HCID 2385461-Cyclohexyl-5-oxopyrrolidine-3-carboxylic acid収率 58.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
110 °C

実験手順

A mixture of cyclohexanamine (3.70 mL; 31.94 mmol) and 2-methylenesuccinic acid (5.04 g; 41.62 mmol) in water (10 mL) was heated in a sealed tube at 110° C. for 21 hours. After cooling to room temperature, 6N NaOH (10 mL) was added and the resulting precipitate was filtered off. The filtrate was acidified with 6N hydrochloric acid to pH 1 and the resulting precipitate was filtered, washed with water, and dried to yield 3.92 g (58%) of 1-cyclohexyl-5-oxopyrrolidine-3-carboxylic acid as a white solid.

後処理

  1. temperatureAfter cooling to room temperature
  2. filtrationthe resulting precipitate was filtered off
  3. filtrationthe resulting precipitate was filtered
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-f89a7a3e2ec1406fb3da65e56c726d6c
出典データセット
uspto-grants-2016_09
特許番号
US09434722B2

関連ノート

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