HCID 18599480, compound → HCID 18599483, compound

HRID 463998Notes

Reaction equation

HRID 463998 reaction equation
[OH:1][C@@H:2]1[CH2:25][CH2:24][C@@:23]2([CH3:26])[C@H:4]([CH:5]=[C:6]([CH3:28])[C@@H:7]3[C@@H:22]2[CH2:21][CH2:20][C@@:19]2([CH3:27])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C@H:12]([CH3:18])[CH2:13][CH2:14][C:15]([OH:17])=[O:16])[CH2:3]1>CC(C)=O>[OH:1][C@@H:2]1[CH2:25][CH2:24][C@@:23]2([CH3:26])[C@H:4]([CH2:5][C:6](=[CH2:28])[C@@H:7]3[C@@H:22]2[CH2:21][CH2:20][C@@:19]2([CH3:27])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C@H:12]([CH3:18])[CH2:13][CH2:14][C:15]([OH:17])=[O:16])[CH2:3]1

Participants

3

Reactant 1

HCID 18599480HCID 18599480, compound

Product 1

HCID 18599483HCID 18599483, compoundYield 36.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Hydrolysis of fraction 2 (2% acetone), as above, gave: 3α-hydroxy-7-methyl-5β-chol-6-enoic acid (3.0 g, mp, 121°-122° C.). Hydrolysis of fraction 3, (2% acetone), as above, gave 3α-hydroxy-7-methylene-5β-cholanoic acid (1.1 g.; m.p. 104°-105° C.).

Workup

  1. customas above, gave

Sources & evidence

ORD record
ord-530f89b4afcb4cdabc8ccdaf44e31219
Source dataset
uspto-grants-1985_10
Patent number
US04545938

Reaction notes

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