Pyridine → 2-Fluoro-4-propylbenzoyl chloride

HRID 1004532Notes

Reaction equation

HRID 1004532 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([CH2:11][CH2:12][CH3:13])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:16])=O.N1C=CC=CC=1>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:10]=[C:9]([CH2:11][CH2:12][CH3:13])[CH:8]=[CH:7][C:3]=1[C:4]([Cl:16])=[O:5]

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 99205462-fluoro-4-propylbenzoic acid

Product 1

HCID 184110222-Fluoro-4-propylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

First, 1.1 g (6.1 mmol) of 2-fluoro-4-propylbenzoic acid was mixed with 1.1 g (9.1 mmol) of thionyl chloride, 0.1 ml of pyridine, and 3 ml of toluene, and reacted at 80° C. for 2 hours. Excess amount of thionyl chloride and toluene were distilled off at a reduced pressure to obtain a crude 2-fluoro-4-propylbenzoyl chloride.

Workup

  1. customreacted at 80° C. for 2 hours
  2. distillationExcess amount of thionyl chloride and toluene were distilled off at a reduced pressure

Sources & evidence

ORD record
ord-7b0796e622374ac09df8e2823ee1ce59
Source dataset
uspto-grants-2000_04
Patent number
US06051288

Reaction notes

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