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

HRID 616627Notes

Reaction equation

HRID 616627 reaction equation
C[O:2][C:3]1[CH:25]=[CH:24][C:6]([C:7]([C:9]2[S:10][C:11]3[CH:23]=[CH:22][CH:21]=[CH:20][C:12]=3[C:13]=2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=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:10][C:11]3[CH:23]=[CH:22][CH:21]=[CH:20][C:12]=3[C:13]=2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=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 96%

Procedure

A mixture of 12.0 g. of the product from Example 1 and 35 g. of pyridine hydrochloride was refluxed for 30 minutes. The hot reaction mixture then was poured over ice, and the mixture was transferred to a blender, homogenized, and the resulting crystals were collected by filtration, washed with water, and dried in vacuo at 80° C. to give 11.0 g. (96 percent) of the title compound, m.p. 204°-205° C.

Workup

  1. additionA mixture of 12.0 g
  2. additionThe hot reaction mixture then was poured over ice
  3. filtrationthe resulting crystals were collected by filtration
  4. washwashed with water
  5. customdried in vacuo at 80° C.
  6. customto give 11.0 g

Sources & evidence

ORD record
ord-05dc68305197424bbdea275dda4b5834
Source dataset
uspto-grants-1978_02
Patent number
US04075227

Reaction notes

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