Potassium Chloride → 3-Chlorocholest-5-en-24-one

HRID 1448016Notes

Reaction equation

HRID 1448016 reaction equation
S(O)(=O)(=O)C.S(O)(=O)(=O)C.O[C@@H:12]1[CH2:37][CH2:36][C@@:35]2([CH3:38])[C@H:14]([C@@H:15](O)[CH2:16][C@@H:17]3[C@@H:34]2[CH2:33][CH2:32][C@@:31]2([CH3:39])[C@H:18]3[CH2:19][CH2:20][C@@H:21]2[C@H:22]([CH3:30])[CH2:23][CH2:24][C:25](=[O:29])[CH:26]([CH3:28])[CH3:27])[CH2:13]1.[Cl-:41].[K+].[Cl-].[Na+].[Cl-].[Li+]>>[Cl:41][CH:12]1[CH2:37][CH2:36][C@@:35]2([CH3:38])[C:14](=[CH:15][CH2:16][C@@H:17]3[C@@H:34]2[CH2:33][CH2:32][C@@:31]2([CH3:39])[C@H:18]3[CH2:19][CH2:20][C@@H:21]2[C@H:22]([CH3:30])[CH2:23][CH2:24][C:25](=[O:29])[CH:26]([CH3:28])[CH3:27])[CH2:13]1

Participants

5

Reactant 4

HCID 4873Potassium ChlorideHCID 5234Sodium ChlorideHCID 433294Lithium ChlorideHCID 86736736HCID 86736736, compound

Product 1

HCID 542306963-Chlorocholest-5-en-24-one

Procedure

3α,6α-Dihydroxy-5β-cholestan-24-one (I) is mesylated in a conventional manner to form 3α,6α-dihydroxy-5β-cholestan-24-one dimesylate (VI). Then the compound (VI) is reacted with an inorganic salt such as potassium chloride, sodium chloride or lithium chloride to give 3-chlorocholest-5-en-24-one (VII).

Sources & evidence

ORD record
ord-93132d3387db405083bb408e43e6a48b
Source dataset
uspto-grants-1979_12
Patent number
US04179452

Reaction notes

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