HCID 13469073, compound → HCID 54070603, compound

HRID 1578249Notes

Reaction equation

HRID 1578249 reaction equation
[OH:1][C@@H:2]1[C@@:27]2([CH3:28])[C:6](=[CH:7][CH:8]=[C:9]3[C@@H:26]2[CH2:25][CH2:24][C@@:23]2([CH3:29])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C@H:14]([CH3:22])[CH2:15][CH2:16][C:17](=[O:21])[CH:18]([CH3:20])[CH3:19])[CH2:5][C@@H:4]([OH:30])[CH2:3]1.CC(C)([O-:34])C.[K+]>C(O)(C)(C)C.COCCOC>[OH:1][C@@H:2]1[C@@:27]2([CH3:28])[C:6](=[CH:7][CH:8]=[C:9]3[C@@H:26]2[CH2:25][CH2:24][C@@:23]2([CH3:29])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C@H:14]([CH3:22])[CH2:15][CH2:16][C:17](=[O:21])[C:18]([OH:34])([CH3:20])[CH3:19])[CH2:5][C@@H:4]([OH:30])[CH2:3]1

Participants

5

Reactant 2

HCID 13469073HCID 13469073, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 54070603HCID 54070603, compound

Reagents, catalysts & solvents 2

HCID 6386tert-ButanolSolventHCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
40 °C

Procedure

248 mg (0.6 m mol) of 1α,3β-dihydroxy-24-oxo cholesta-5,7-dien and 101 mg (0.9 m mol) of potassium-t-butoxide was dissolved in a mixture of t-butyl alcohol and ethyleneglycol dimethyl ether (1:1 V/V) warming at 40° C., and while cooling the solution with icewater to about 0° C. and stirring violently.

Workup

  1. temperaturewhile cooling the solution with icewater to about 0° C.

Sources & evidence

ORD record
ord-863f9890ce2c497f9a9a540cdeb13b91
Source dataset
uspto-grants-1981_09
Patent number
US04292249

Reaction notes

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