P-Toluic Acid → 4-[2-(2-Bromo-5-methoxyphenyl)ethyl]benzoic acid

HRID 1880592Notes

Reaction equation

HRID 1880592 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[Br:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[CH2:20]Br>>[Br:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[CH2:20][CH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7470P-Toluic AcidHCID 35259512-Bromo-5-methoxybenzyl bromide

Product 1

HCID 597568964-[2-(2-Bromo-5-methoxyphenyl)ethyl]benzoic acid

Procedure

The title compound was prepared from 4-methylbenzoic acid and 1-bromo-2-(bromomethyl)-4-methoxybenzene using the procedure described for the preparation of INTERMEDIATE 10. 1H NMR (400 MHz, CD3OD): δ 7.90 (d, J=8.3 Hz, 2H); 7.40 (d, J=8.7 Hz, 1H); 7.27 (d, J=8.2 Hz, 2H); 6.72-6.66 (m, 2H); 3.68 (s, 3H); 3.01-2.91 (m, 4H). LCMS1 3.68 min. (M-OH)=317

Workup

  1. customLCMS1 3.68 min. (M-OH)=317

Sources & evidence

ORD record
ord-2228b73061b748e1b6d5f7d36e3ca420
Source dataset
uspto-grants-2012_11
Patent number
US08318760B2

Reaction notes

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