Hydrochloric Acid → HCID 54071661、化合物

HRID 1606378ノート

反応式

HRID 1606378 の反応式
C1(C)C=CC(S(O[C@H:11]2[CH2:30][CH2:29][C@@:28]3([CH3:31])[C@@H:13]([CH2:14][CH2:15][C@@H:16]4[C@@H:27]3[CH2:26][CH2:25][C@@:24]3([CH3:32])[C@H:17]4[CH2:18][CH:19]=[C:20]3[C:21](=[O:23])[CH3:22])[CH2:12]2)(=O)=O)=CC=1.N1C(C)=CC(C)=CC=1C.Cl>>[CH3:22][C:21](=[O:23])[C:20]1[C@:24]2([CH3:32])[C@H:17]([C@H:16]3[C@H:27]([CH2:26][CH2:25]2)[C@:28]2([CH3:31])[C@H:13]([CH2:12][CH:11]=[CH:30][CH2:29]2)[CH2:14][CH2:15]3)[CH2:18][CH:19]=1

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 79532,4,6-TrimethylpyridineHCID 86733309HCID 86733309、化合物

生成物 1

HCID 54071661HCID 54071661、化合物収率 86.5%

実験手順

3β-Toluene-p-sulphonyloxy-5α-pregn-16-en-20-one (6 g.) was added to hot collidine (12 ml.), and the solution was then refluxed for 30 minutes. The solution was allowed to cool and then poured into cold dilute hydrochloric acid. The precipitate was filtered off, washed with water and dissolved in methylene chloride. The solution was dried over sodium sulphate and then filtered through a short column of silica gel (50 g.). The methylene chloride eluate (about 150 ml.) was evaporated to give 5α-pregna-2,16-dien-20-one (3.29 g.) as white crystals, m.p. 143°-145° , [α]D + 110.5° .

後処理

  1. temperaturethe solution was then refluxed for 30 minutes
  2. temperatureto cool
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. dissolutiondissolved in methylene chloride
  6. dry with materialThe solution was dried over sodium sulphate
  7. filtrationfiltered through a short column of silica gel (50 g.)
  8. customThe methylene chloride eluate (about 150 ml.) was evaporated

出典と根拠

ORDレコード
ord-f59d3f0db3654eb095975deca1a5fcda
出典データセット
uspto-grants-1976_04
特許番号
US03952031

反応ノート

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