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

HRID 1973735ノート

反応式

HRID 1973735 の反応式
[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

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 86734286HCID 86734286、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-80e6cf0b5f6b4509a8f02115f79cdaf6
出典データセット
uspto-grants-1976_12
特許番号
US03998829

反応ノート

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