Bromocyclopropylmethanol → [4-Chloro-3-(cyclopropylmethoxy)phenyl]methanol

HRID 878685Notes

Reaction equation

HRID 878685 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][C:3]=1[OH:10].Br[CH:12]([CH:14]1[CH2:16][CH2:15]1)O>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][C:3]=1[O:10][CH2:12][CH:14]1[CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 53647370BromocyclopropylmethanolHCID 684658332-Chloro-5-(hydroxymethyl)phenol

Product 1

HCID 84679402[4-Chloro-3-(cyclopropylmethoxy)phenyl]methanol

Procedure

The title compound was prepared from 2-chloro-5-(hydroxymethyl)phenol and bromocyclopropylmethanol according to the procedure for the preparation of Example 111, part A. 1H NMR (400 MHz, CDCl3): δ 0.36-0.40 (2H, m), 0.62-0.67 (2H, m), 1.29-1.33 (1H, m), 1.76 (1H, s), 3.89 (2H, d, J=6.8 Hz), 4.64 (2H, s), 6.84-6.86 (1H, m), 6.94 (1H, d, J=2.0 Hz), 7.32 (1H, d, J=8.0 Hz).

Sources & evidence

ORD record
ord-79f7268dbf4d49b59528bbc95f5596aa
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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