Potassium Carbonate → 2-[(2-Fluorophenyl)hydroxymethyl]-3-thiophenecarboxaldehyde

HRID 256907Notes

Reaction equation

HRID 256907 reaction equation
C[O:2][CH:3](OC)[C:4]1[CH:8]=[CH:7][S:6][C:5]=1[CH:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17])[OH:10].C(=O)([O-])[O-].[K+].[K+]>ClCCl>[F:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH:9]([OH:10])[C:5]1[S:6][CH:7]=[CH:8][C:4]=1[CH:3]=[O:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 15728747HCID 15728747, compound

Product 1

HCID 157287482-[(2-Fluorophenyl)hydroxymethyl]-3-thiophenecarboxaldehyde

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred slurry of acidic silica gel (prepared from 36 g of silica gel, 120 ml of dichloromethane, and 6.6 ml of 15% aqueous sulfuric acid) was added 3-(dimethoxymethyl)-α-(2-fluorophenyl)-2-thiophenemethanol in dichloromethane (45 ml). The reaction mixture was stirred at room temperature for 1.5 hrs, poured over anhydrous potassium carbonate, and filtered. Concentration of the filtrate gave 2-[(2-fluorophenyl)hydroxymethyl]-3-thiophenecarboxaldehyde.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-5ca479001b824563ba5a66b85453fa34
Source dataset
uspto-grants-1993_11
Patent number
US05260319

Reaction notes

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