Pyridinium chloride → 2-(4-Hydroxybenzoyl)-3-phenylbenzothiophene

HRID 1415686Notes

Reaction equation

HRID 1415686 reaction equation
C[O:2][C:3]1[CH:25]=[CH:24][C:6]([C:7]([C:9]2[S:13][C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[C:10]=2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:8])=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([C:9]2[S:13][C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[C:10]=2[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[O:8])=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 154064042-(4-Methoxybenzoyl)-3-phenylbenzothiophene

Product 1

HCID 154064052-(4-Hydroxybenzoyl)-3-phenylbenzothiopheneYield 95.6%

Procedure

A mixture of 2-(4-methoxybenzoyl)-3-phenylbenzo[b]thiophene (12.0 g) and pyridine hydrochloride (35 g) was refluxed for thirty minutes. The hot reaction mixture was poured onto ice and the mixture transferred to a blender, homogenized, and the resulting crystals were collected by filtration, washed with water, and dried in vacuo at 80° C. yielding 11 g of the title compound.

Workup

  1. temperaturewas refluxed for thirty minutes
  2. additionThe hot reaction mixture was poured onto ice
  3. filtrationthe resulting crystals were collected by filtration
  4. washwashed with water
  5. customdried in vacuo at 80° C.

Sources & evidence

ORD record
ord-af165166f3b843caaea2a0252c7cdf30
Source dataset
uspto-grants-1999_06
Patent number
US05908859

Reaction notes

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