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

HRID 1099

반응식

HRID 1099 반응식
[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]

참가 물질

5

반응물 3

HCID 700EthanolamineHCID 702Ethanol2회HCID 19694655Butyl 12-(2,3-epoxypropoxy)-dodecanate

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-47ed777a87bd4c2eaf51117084ffdcc4
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723497

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