Hydrochloric Acid → 21-Chloromethyl-3alpha-hydroxy-5alpha-pregnane-11,20-dione

HRID 1973735노트

반응식

HRID 1973735 반응식
[OH:1][C@@H:2]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:19]2[C:18](=[O:24])[CH2:17][C@@:16]2([CH3:25])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:15])[CH:13]=[CH2:14])[CH2:3]1.[ClH:26].O>O1CCOCC1>[Cl:26][CH2:14][CH2:13][C:12](=[O:15])[C@@H:11]1[C@:16]2([CH3:25])[C@H:8]([C@H:7]3[C@H:19]([C:18](=[O:24])[CH2:17]2)[C@:20]2([CH3:23])[C@H:4]([CH2:3][C@H:2]([OH:1])[CH2:22][CH2:21]2)[CH2:5][CH2:6]3)[CH2:9][CH2:10]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 86734286HCID 86734286, 화합물

생성물 1

HCID 8673430721-Chloromethyl-3alpha-hydroxy-5alpha-pregnane-11,20-dione

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

3α-Hydroxy-21-methylene-5α-pregnane-11,20-dione (500 mg) was dissolved in dioxan (40 ml) and dry hydrogen chloride passed through the solution for 1 hour. The mixture was left to stand for a further 2 hours, then poured into water and the sticky solid extracted into ether. The extracts were washed with saturated sodium bicarbonate, water and then dried over anhydrous sodium sulphate. After evaporation and trituration of the resulting foam with ether/petrol the title compound (375 mg) was obtained as a white solid. m.p. 110°-112° with gas evolution [α]D + 100° (c = 1.06).

후처리

  1. waitThe mixture was left
  2. extractionthe sticky solid extracted into ether
  3. washThe extracts were washed with saturated sodium bicarbonate, water
  4. dry with materialdried over anhydrous sodium sulphate
  5. customAfter evaporation and trituration of the resulting foam with ether/petrol the title compound (375 mg)
  6. customwas obtained as a white solid
  7. custom100° (c = 1.06)

출처 및 근거

ORD 기록
ord-80e6cf0b5f6b4509a8f02115f79cdaf6
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03998829

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