3-Methyl-4-[2-(trifluoromethyl)phenyl]benzoic acid → 3-Methoxy-4-(2-methylphenyl)benzoic acid

HRID 219780Notes

Reaction equation

HRID 219780 reaction equation
CC1C=C(C(O)=O)C=CC=1C1C=CC=CC=1C(F)(F)F.[CH3:21][O:22][C:23]1[CH:28]=[C:27]([C:29]([O:31]C)=[O:30])[CH:26]=[CH:25][C:24]=1[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[CH3:39]>>[CH3:21][O:22][C:23]1[CH:28]=[C:27]([C:29]([OH:31])=[O:30])[CH:26]=[CH:25][C:24]=1[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[CH3:39]

Participants

3

Reactant 2

HCID 219478123-Methyl-4-[2-(trifluoromethyl)phenyl]benzoic acidHCID 53941402Methyl 2-methoxy-2'-methylbiphenyl-4-carboxylate

Product 1

HCID 180010763-Methoxy-4-(2-methylphenyl)benzoic acidYield 83%

Procedure

The title compound was prepared following procedure described for Intermediate 5, step 2, but starting from methyl 2-methoxy-2′-methylbiphenyl-4-carboxylate (2.50 g; 9.75 mmol; 1 eq.), affording the title compound as a beige solid (1.95 g, 83%). 1H NMR: (DMSO-d6, 300 MHz) δ 13.06 (s, 1H), 7.66-7.61 (m, 2H), 7.31-7.23 (m, 4H), 7.15-7.13 (d, J=7.28 Hz, 1H), 3.80 (s, 3H), 2.07 (s, 3H). LC/MS (Method A): 240.9 (M−H)−. HPLC (Method A) Rt 4.05 min (Purity: 97.3%).

Workup

  1. customThe title compound was prepared following procedure

Sources & evidence

ORD record
ord-11b82f38760d44b9b79aed55b0d00d70
Source dataset
uspto-grants-2012_06
Patent number
US08202865B2

Reaction notes

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