Nitrogen → 12-Hydroxy-N-{2-[(2-hydroxyethyl)amino]ethyl}octadecanamide

HRID 1119

반응식

HRID 1119 반응식
[NH2:1][CH2:2][CH2:3][NH:4][CH:5](O)[CH3:6].C[O-:9].[Na+].N#N.[OH:13][CH:14]([CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([O:27]CC)=O>C1COCC1.O>[OH:9][CH2:6][CH2:5][NH:4][CH2:3][CH2:2][NH:1][C:25](=[O:27])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH:14]([OH:13])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

참가 물질

7

반응물 4

HCID 947NitrogenHCID 174512Ethanol, 1-((2-aminoethyl)amino)-HCID 345765112-Hydroxystearic acid ethyl esterHCID 10942334Sodium Methoxide

생성물 1

HCID 1969463912-Hydroxy-N-{2-[(2-hydroxyethyl)amino]ethyl}octadecanamide수율 737.2%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A 30-ml two-necked flask equipped with a stirrer and dropping funnel was charged with 2.08 g (20 mmol) of aminoethylaminoethanol and 0.054 g (1 mmol) of sodium methoxide. While heating and stirring the contents at 80° C. in an N2 atmosphere, a solution of 3.29 g (10 mmol) of ethyl 12-hydroxystearate in 10 ml of THF was added dropwise over 2 hours. The resultant mixture was stirred further for 13 hours at 80° C. under reduced pressure. After completion of the reaction, the reaction mixture was poured into 500 ml of water, and precipitate formed was purified by flash column chromatography on silica gel, thereby obtaining 2.85 g (yield: 74%) of the title compound (IIf-1).

후처리

  1. customA 30-ml two-necked flask equipped with a stirrer
  2. temperatureWhile heating
  3. customAfter completion of the reaction
  4. customformed
  5. customwas purified by flash column chromatography on silica gel

출처 및 근거

ORD 기록
ord-4e7d6fabfea64e0cb15c31ea61de1db0
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723497

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