3-Methyl-4-[2-(trifluoromethyl)phenyl]benzoic acid → 3-Methyl-4-(4-methylthiophen-3-yl)benzoic acid

HRID 219775Notes

Reaction equation

HRID 219775 reaction equation
CC1C=C(C(O)=O)C=CC=1C1C=CC=CC=1C(F)(F)F.[CH3:21][C:22]1[CH:23]=[C:24]([CH:29]=[CH:30][C:31]=1[C:32]1[C:36]([CH3:37])=[CH:35][S:34][CH:33]=1)[C:25]([O:27]C)=[O:26]>>[CH3:21][C:22]1[CH:23]=[C:24]([CH:29]=[CH:30][C:31]=1[C:32]1[C:36]([CH3:37])=[CH:35][S:34][CH:33]=1)[C:25]([OH:27])=[O:26]

Participants

3

Reactant 2

HCID 219478123-Methyl-4-[2-(trifluoromethyl)phenyl]benzoic acidHCID 58438818Methyl 3-methyl-4-(4-methyl-3-thienyl)benzoate

Product 1

HCID 579938003-Methyl-4-(4-methylthiophen-3-yl)benzoic acid

Procedure

The title compound was prepared following procedure described for Intermediate 5, step 2, but starting from methyl 3-methyl-4-(4-methyl-3-thienyl)benzoate (2.0 g; 8.12 mmol; 1 eq.), affording Intermediate 6 as a beige solid. 1H NMR: (DMSO-d6, 300 MHz) δ 12.97 (s, 1H), 7.91 (s, 1H), 7.84-7.81 (dd, J=8.12 Hz, J=1.87 Hz; 1H), 7.41 (d, J=3.20 Hz, 1H), 7.35-7.34 (m, 1H), 7.28-7.26 (d, J=7.80 Hz, 1H), 2.18 (s, 3H), 2 (s, 3H). LC/MS (Method A): 232.9 (M+H)+; 231.0 (M−H)−. HPLC (max plot) Rt 4.26 min (Purity: 99.6%).

Workup

  1. customThe title compound was prepared following procedure

Sources & evidence

ORD record
ord-51681b81797742f38064be3093aa6a73
Source dataset
uspto-grants-2012_06
Patent number
US08202865B2

Reaction notes

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