Diethyl Ether → 60965-80-2

HRID 2397957Notes

Reaction equation

[OH:1][C@@H:2]1[C@@:35]2([CH3:36])[C:6](=[CH:7][CH:8]=[C:9]3[C@@H:34]2[CH2:33][CH2:32][C@@:31]2([CH3:37])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C@H:14]([CH3:30])[CH2:15][CH2:16][CH:17]([O:21][C:22](=[O:29])[C:23]2C=CC=CC=2)[CH:18]([CH3:20])[CH3:19])[CH2:5][C@@H:4]([O:38][C:39](=[O:46])[C:40]2C=CC=CC=2)[CH2:3]1.[CH2:47]([O:49]CC)[CH3:48]>>[C:47]([O:1][C@@H:2]1[C@@:35]2([CH3:36])[C:6](=[CH:7][CH:8]=[C:9]3[C@@H:34]2[CH2:33][CH2:32][C@@:31]2([CH3:37])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C@H:14]([CH3:30])[CH2:15][CH2:16][CH:17]([O:21][C:22](=[O:29])[CH3:23])[CH:18]([CH3:19])[CH3:20])[CH2:5][C@@H:4]([O:38][C:39](=[O:46])[CH3:40])[CH2:3]1)(=[O:49])[CH3:48].[CH3:30][C@@H:14]([C@@H:13]1[C@@:31]2([CH3:37])[CH2:32][CH2:33][CH2:34]/[C:9](=[CH:8]\[CH:7]=[C:6]3\[CH2:5][C@@H:4]([OH:38])[CH2:3][C@H:2]([OH:1])[C:35]\3=[CH2:36])/[C@@H:10]2[CH2:11][CH2:12]1)[CH2:15][CH2:16][CH:17]([OH:21])[CH:18]([CH3:19])[CH3:20]

Participants

Reactant 2

HCID 3283Diethyl Ether

HCID 70634974HCID 70634974, compound

Product 2

HCID 643738760965-80-2

HCID 53837977HCID 53837977, compound

Procedure

20 mg of 1α-hydroxy-3β,24-dibenzoyloxycholesta-5,7-diene was dissolved in 500 ml. of diethyl ether. The solution was irradiated with ultraviolet rays, isomerized, and hydrolyzed in the same way as in Example 21, (B) to afford 1.9 mg of 1α,24-dihydroxycholecalciferol which showed the same properties as the product obtained in Example 20.

Workup

customThe solution was irradiated with ultraviolet rays

Sources & evidence

ORD record: ord-f8af7baee9d94c6991dd40ff60ccff60
Source dataset: uspto-grants-1977_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04022891

Reaction notes

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