Hydrogen Bromide → 4-Bromo-17beta-hydroxy-14alpha,15alpha-methylene-androst-4-ene-3-one

HRID 917255Notes

Reaction equation

Cl[C:2]1[C:19](=[O:20])[CH2:18][CH2:17][C@@:16]2([CH3:21])[C:3]=1[CH2:4][CH2:5][C@@H:6]1[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@@:7]31[CH2:23][C@H:8]3[CH2:9][C@@H:10]2[OH:22].[BrH:24]>>[Br:24][C:2]1[C:19](=[O:20])[CH2:18][CH2:17][C@@:16]2([CH3:21])[C:3]=1[CH2:4][CH2:5][C@@H:6]1[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@@:7]31[CH2:23][C@H:8]3[CH2:9][C@@H:10]2[OH:22]

Participants

Reactant 2

HCID 260Hydrogen Bromide

HCID 15513335HCID 15513335, compound

Product 1

HCID 155133374-Bromo-17beta-hydroxy-14alpha,15alpha-methylene-androst-4-ene-3-one

Procedure

The target compound is synthesized in a manner similar to the synthesis of 4-Chloro-17β-hydroxy-14α,15α-methylene-androst-4-ene-3-one, 48% hydrobromic acid being used instead of hydrochloric acid.

Sources & evidence

ORD record: ord-fc81ae164fa9492eb558d431722d2397
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: USRE039862E1

Reaction notes

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