Ethanolamine → (2beta,3alpha,5alpha)-3-Hydroxy-20-[(2-hydroxyethyl)imino]-2-(2,2-dimethyl-4-morpholinyl)pregnan-11-one

HRID 233493노트

반응식

HRID 233493 반응식
[OH:1][C@@H:2]1[C@@H:21]([N:22]2[CH2:27][CH2:26][O:25][C:24]([CH3:29])([CH3:28])[CH2:23]2)[CH2:20][C@@:19]2([CH3:30])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:18]2[C:17](=[O:31])[CH2:16][C@@:15]2([CH3:32])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=O)[CH3:13])[CH2:3]1.[NH2:33][CH2:34][CH2:35][OH:36].C1(C)C=CC=CC=1>O>[OH:1][C@@H:2]1[C@@H:21]([N:22]2[CH2:27][CH2:26][O:25][C:24]([CH3:29])([CH3:28])[CH2:23]2)[CH2:20][C@@:19]2([CH3:30])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:18]2[C:17](=[O:31])[CH2:16][C@@:15]2([CH3:32])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[N:33][CH2:34][CH2:35][OH:36])[CH3:13])[CH2:3]1

참가 물질

5

반응물 3

HCID 700EthanolamineHCID 1140TolueneHCID 9803583Org-21465

생성물 1

HCID 86750168(2beta,3alpha,5alpha)-3-Hydroxy-20-[(2-hydroxyethyl)imino]-2-(2,2-dimethyl-4-morpholinyl)pregnan-11-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

The (2β,3α,5α)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnane-11,20-dione (8.0 g), 2-aminoethanol (40 ml), toluene (200 ml) and Dowex 50-W resin (0.8 g) were added to a flask fitted with a water separator. The mixture was heated under reflux for 10 h, by which time approximately 15 ml of a distillate had collected in the water separator. The contents of the flask were filtered while still hot and the residue was rinsed with hot toluene. The filtrate was washed with water, dried over sodium sulfate and the solvent was removed under reduced pressure to give (2β,3α,5α)-3-hydroxy-20-[(2-hydroxyethyl)imino]-2-(2,2-dimethyl-4-morpholinyl)pregnan-11-one. δ (CDCl3) 0.50 (s,3H), 1.05 (s,3H), 1.21 (s,3H), 1.23 (s,3H) and 2.36 (s,2H).

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 10 h, by which time approximately 15 ml of a distillate
  3. customhad collected in the water separator
  4. filtrationThe contents of the flask were filtered while still hot and the residue
  5. washwas rinsed with hot toluene
  6. washThe filtrate was washed with water
  7. dry with materialdried over sodium sulfate
  8. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-c1b23e85994947aeb8f35be28240fe07
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05593983

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