Hydrochloric Acid → HCID 86733292, compound

HRID 1606375Notes

Reaction equation

HRID 1606375 reaction equation
[O:1]1[C@H:3]2[CH2:4][C@H:5]3[C@:20]([CH3:22])([CH2:21][C@@H:2]12)[C@@H:19]1[C@H:8]([C@H:9]2[C@:16]([CH3:24])([CH2:17][C:18]1=[O:23])[C:12]([C:13](=[O:15])[CH3:14])=[CH:11][CH2:10]2)[CH2:7][CH2:6]3.[ClH:25]>C(Cl)(Cl)Cl>[Cl:25][C@H:2]1[CH2:21][C@@:20]2([CH3:22])[C@@H:5]([CH2:6][CH2:7][C@@H:8]3[C@@H:19]2[C:18](=[O:23])[CH2:17][C@@:16]2([CH3:24])[C@H:9]3[CH2:10][CH:11]=[C:12]2[C:13](=[O:15])[CH3:14])[CH2:4][C@@H:3]1[OH:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86733293HCID 86733293, compound

Product 1

HCID 86733292HCID 86733292, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

2α,3α-Epoxy-5α-pregn-16-ene-11,20 -dione (250 mg.) in chloroform (10 ml.) was shaken with concentrated hydrochloric acid (8 ml.) for 30 minutes. More chloroform was added, and the organic solution was washed with water, sodium bicarbonate solution and water. It was then dried over magnesium sulphate and evaporated to give a colourless oil which was recrystallised from methanol to give title compound (160 mg.) as colourless prisms, m.p. 209°-212° (decomp.), [α]D + 83° , λmax. 234 nm (ε 8,350) (EtOH).

Workup

  1. washthe organic solution was washed with water, sodium bicarbonate solution and water
  2. dry with materialIt was then dried over magnesium sulphate
  3. customevaporated
  4. customto give a colourless oil which
  5. customwas recrystallised from methanol

Sources & evidence

ORD record
ord-d35dfdf36d594a22b6922f9d96a926e2
Source dataset
uspto-grants-1976_04
Patent number
US03952031

Reaction notes

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