Benzyl Bromide → 2-(Benzylsulfanyl)phenol

HRID 1917022Notes

Reaction equation

[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[CH2:9](Br)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[CH2:9]([S:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

Reactant 2

HCID 7498Benzyl Bromide

HCID 70718Phenol, o-mercapto-(6CI,7CI,8CI)

Product 1

HCID 5633982-(Benzylsulfanyl)phenolYield 78%

Procedure

This compound was prepared in 78% yield from 2-mercaptophenol and benzyl bromide according to the procedure for 16p in Example VII. Pale Oil; 1H NMR (CDCl3): δ 3.87 (s, 2H), 6.56 (s, 1H), 6.83 (t, J=7.30 Hz, 1H), 6.95 (d, J=8.00 Hz, 1H), 7.10 (m, 2H), 7.26-7.29 (m, 5H); 13C NMR (CDCl3): δ 41.49, 114.84, 118.29, 120.75, 127.24, 127.55, 128.66, 128.90, 129.05, 131.53, 136.54, 137.69, 157.24.

Sources & evidence

ORD record: ord-b3dd2c165b364a76910e0fcce43e4bd1
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618162B2

Reaction notes

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