Phosphorus pentachloride → 4-(Dodecyloxy)benzoyl chloride

HRID 2352138Notes

Reaction equation

HRID 2352138 reaction equation
[CH2:1]([O:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](O)=[O:19])=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].P(Cl)(Cl)(Cl)(Cl)[Cl:24]>C1C=CC=CC=1>[CH2:1]([O:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([Cl:24])=[O:19])=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 753304-(Dodecyloxy)benzoic acid

Product 1

HCID 127210434-(Dodecyloxy)benzoyl chlorideYield 103.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

4.0 g (1.31×10-2 mol) of p-dodecyloxybenzoic acid was dissolved in 15 ml of benzene, and 2.79 g (1.31×10-2 mol) of PCl5 was slowly added thereto under stirring at room temperature. Thereafter, 3 hours of heat-refluxing was effected, followed by distilling-off the solvent to obtain 4.4 g of p-dodecyloxybenzoic acid chloride.

Workup

  1. temperatureThereafter, 3 hours of heat-refluxing

Sources & evidence

ORD record
ord-540154f32bf144f39b067a4630901bdc
Source dataset
uspto-grants-1989_10
Patent number
US04876027

Reaction notes

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