Pyridinium chloride → 3-(3,5-Dimethyl-4-hydroxybenzoyl)-2-phenylbenzofuran

HRID 268347Notes

Reaction equation

[CH3:1][C:2]1[CH:3]=[C:4]([CH:22]=[C:23]([CH3:27])[C:24]=1[O:25]C)[C:5]([C:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[O:9][C:8]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:6].Cl.N1C=CC=CC=1>>[CH3:27][C:23]1[CH:22]=[C:4]([CH:3]=[C:2]([CH3:1])[C:24]=1[OH:25])[C:5]([C:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[O:9][C:8]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:6]

Participants

Reactant 2

HCID 10176127Pyridinium chloride

HCID 214353583-(3,5-Dimethyl-4-methoxybenzoyl)-2-phenylbenzofuran

Product 1

HCID 214352733-(3,5-Dimethyl-4-hydroxybenzoyl)-2-phenylbenzofuran

Procedure

3-(3,5-Dimethyl-4-methoxybenzoyl)-2-phenylbenzofuran (17.8 g., 0.05 mol.) is combined with 50 g. of freshly distilled pyridine hydrochloride and the mixture is refluxed 1 hour. The hot mixture is poured with stirring onto an ice-dilute hydrochloric acid mixture and the precipitate is collected to give 3-(3,5-dimethyl-4-hydroxybenzoyl)-2-phenylbenzofuran.

Workup

additionThe hot mixture is poured
customthe precipitate is collected

Sources & evidence

ORD record: ord-692b60dc3866475a8905974a37818000
Source dataset: uspto-grants-1976_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03947470

Reaction notes

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