Pyridine → 4-Pentylbenzoyl chloride

HRID 1004531Notes

Reaction equation

HRID 1004531 reaction equation
[CH2:1]([C:6]1[CH:14]=[CH:13][C:9]([C:10](O)=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].S(Cl)([Cl:17])=O.N1C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:1]([C:6]1[CH:14]=[CH:13][C:9]([C:10]([Cl:17])=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 334794-Pentylbenzoic acid

Product 1

HCID 1708124-Pentylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

First, 1.2 g (6.1 mmol) of 4-pentyl benzoic 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 4-pentylbenzoyl 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-4781c37b23cb4ec78cf7c76b928cd572
Source dataset
uspto-grants-2000_04
Patent number
US06051288

Reaction notes

Loading…