Water → 21-Morpholino-5alpha-pregnane-3,11,20-trione

HRID 1576794노트

반응식

HRID 1576794 반응식
Br[CH2:2][C:3](=[O:25])[C@@H:4]1[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C@H:18]([C:19](=[O:23])[CH2:20]2)[C@:16]2([CH3:17])[C@H:11]([CH2:12][C:13](=[O:24])[CH2:14][CH2:15]2)[CH2:10][CH2:9]3)[CH2:6][CH2:5]1.[NH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1.O>O1CCCC1>[O:29]1[CH2:30][CH2:31][N:26]([CH2:2][C:3](=[O:25])[C@@H:4]2[C@:21]3([CH3:22])[C@H:7]([C@H:8]4[C@H:18]([C:19](=[O:23])[CH2:20]3)[C@:16]3([CH3:17])[C@H:11]([CH2:12][C:13](=[O:24])[CH2:14][CH2:15]3)[CH2:10][CH2:9]4)[CH2:6][CH2:5]2)[CH2:27][CH2:28]1

참가 물질

5

반응물 3

HCID 962WaterHCID 8083MorpholineHCID 8673347421-Bromo-5alpha-pregnane-3,11,20-trione

생성물 1

HCID 8673403221-Morpholino-5alpha-pregnane-3,11,20-trione

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 21-bromo-5α-pregnane-3,11,20-trione (500 mg) in dry tetrahydrofuran was treated at reflux with morpholine (0.5 ml) for 1/2 hour, and poured into water. The oily precipitate was extracted into ether and the extracts were washed with water, dried (Na2SO4) and evaporated to the crude product which was purified by preparative t.l.c. in ethyl acetate and crystallisation from ether to give the title compound (220 mg). m.p. 159°-164°C [α]D +98° (c=1.1%)

후처리

  1. extractionThe oily precipitate was extracted into ether
  2. washthe extracts were washed with water
  3. dry with materialdried (Na2SO4)
  4. customevaporated to the crude product which
  5. customwas purified by preparative t.l.c
  6. customin ethyl acetate and crystallisation from ether

출처 및 근거

ORD 기록
ord-c0680a7ade3741f5a799f8210d04c6d7
출처 데이터셋
uspto-grants-1976_09
특허 번호
US03983111

반응 노트

불러오는 중…