Benzoic Acid → HCID 69969435, compound

HRID 431699Notes

Reaction equation

[C:1]([OH:9])(=[O:8])C1C=CC=CC=1.Br[C:11]1[CH:12]=[CH:13][C:14]([C:25]([CH3:28])([CH3:27])[CH3:26])=[C:15]([O:17][C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)[CH:16]=1>>[C:25]([C:14]1[CH:13]=[CH:12][C:11]([C:1]([OH:9])=[O:8])=[CH:16][C:15]=1[O:17][C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1)([CH3:28])([CH3:27])[CH3:26]

Participants

Reactant 2

HCID 243Benzoic Acid2×

HCID 69969167HCID 69969167, compound2×

Product 1

HCID 69969435HCID 69969435, compound

Procedure

Employing the same general procedure as for the preparation of 4-tert-butyl-3-(4′-trifluoromethyl)phenoxy] benzoic acid (Compound P), 1.02 g (3.2 mmol) of 5-bromo-2-tert-butyl-1-[(4′-methyl)phenoxy]benzene (Compound J) was converted into the title compound using 4.7 mL (8.0 mmol) of tert-butyllithium solution (1.7M in pentane) and 10 mL of tetrahydrofuran. Purification by flash chromatography (silica, 3% methanol in chloroform) gave the title compound as a creme solid.

Sources & evidence

ORD record: ord-d30c1c05bda542a0ad82694afef8b19d
Source dataset: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06660755B2

Reaction notes

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