Ethanolamine → Butyl 12-[2-hydroxy-3-(2-hydroxyethylamino)propoxy]dodecanate

HRID 1099

反応式

HRID 1099 の反応式
[CH2:1]([CH2:3][NH2:4])[OH:2].C(O)C.[O:8]1[CH2:30][CH:9]1[CH2:10][O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:24]>O>[OH:8][CH:9]([CH2:30][NH:4][CH2:3][CH2:1][OH:2])[CH2:10][O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:24]

参加物

5

反応物 3

HCID 700EthanolamineHCID 702Ethanol2 回HCID 19694655Butyl 12-(2,3-epoxypropoxy)-dodecanate

生成物 1

HCID 19694611Butyl 12-[2-hydroxy-3-(2-hydroxyethylamino)propoxy]dodecanate収率 55.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

A 100-ml flask equipped with a stirrer and dropping funnel was charged with 23.7 g (250 mmol) of ethanolamine and 23.7 g of ethanol. While stirring the mixture at 80° C., an ethanol solution of 8.20 g (25 mmol) of butyl 12-(2,3-epoxypropoxy)-dodecanate was added dropwise over 1 hour. After completion of the reaction, water was added to the reaction mixture, followed by extraction with chloroform. The resultant chloroform solution was concentrated under reduced pressure, and the resultant residue was purified by column chromatography on silica gel, thereby obtaining 5.40 g (yield: 55.4%) of the title compound (Ia-15).

後処理

  1. customA 100-ml flask equipped with a stirrer
  2. additionwas added to the reaction mixture
  3. extractionfollowed by extraction with chloroform
  4. concentrationThe resultant chloroform solution was concentrated under reduced pressure
  5. customthe resultant residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-47ed777a87bd4c2eaf51117084ffdcc4
出典データセット
uspto-grants-1998_03
特許番号
US05723497

関連ノート

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