2-Bromo-5-methoxybenzoic acid → 2-Bromo-5-methoxy-1-(methoxymethoxymethyl)benzene

Reaction equation

[Br:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=1[C:4]([OH:6])=O.BrC1C=CC(Cl)=CC=1[CH2:21][O:22][CH2:23]OC>>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=1[CH2:4][O:6][CH2:21][O:22][CH3:23]

Participants

Reactant 2

HCID 899062-Bromo-5-methoxybenzoic acid

HCID 590246772-Bromo-5-chloro-1-(methoxymethoxymethyl)benzene

Product 1

HCID 667049872-Bromo-5-methoxy-1-(methoxymethoxymethyl)benzene

Procedure

This compound was made from 2-bromo-5-methoxybenzoic acid in the same manner as compound 18d: 1H NMR (300 MHz, DMSO-d6): δ 3.30 (s, 1H), 3.74 (s, 3H), 4.50 (s, 2H), 4.69 (s, 2H), 6.83 (dd, J=8.8, 2.9 Hz, 1H), 7.40 (d, J=2.9 Hz, 1H), 7.48 (d, J=8.8 Hz, 1H).

Sources & evidence

ORD record: ord-34359cc606f04c659ed8d0de501cd524
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106031B2

Reaction notes

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