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

HRID 2398447Notes

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 one 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-e0d9d3ff8c97425e9087045439e75f9b
Source dataset: uspto-grants-1977_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04024273

Reaction notes

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