Boron tribromide → HCID 57863101, compound

HRID 418115Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[C:6]([S:8]([CH2:11][CH2:12][CH3:13])(=[O:10])=[O:9])[CH:5]=[C:4]([O:14]C)[CH:3]=1.B(Br)(Br)Br>>[Br:1][C:2]1[CH:3]=[C:4]([OH:14])[CH:5]=[C:6]([S:8]([CH2:11][CH2:12][CH3:13])(=[O:9])=[O:10])[CH:7]=1

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 57863071HCID 57863071, compound

Product 1

HCID 57863101HCID 57863101, compoundYield 78%

Procedure

A similar procedure as described in Example 47, step 4 was used, starting from 1-bromo-3-methoxy-5-(propane-1-sulfonyl)-benzene (1.55 g, 5.29 mmol) and boron tribromide (10.57 mL, 10.57 mmol, 1.0M in dichloromethane) to afford 3-bromo-5-(propane-1-sulfonyl)-phenol (1.15 g, 78%) as a white solid: ES(+)-HRMS m/e calcd for C9H11BrO3S (M+Na)+ 300.9504, found 300.9503.

Sources & evidence

ORD record: ord-2f1c52c45c274585bf9d82db75ee364a
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093253B2

Reaction notes

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