Phosphorus pentachloride → 4-Carbobenzoxyoxybenzoyl chloride

HRID 231011Notes

Reaction equation

HRID 231011 reaction equation
[C:1]([O:11][C:12]1[CH:20]=[CH:19][C:15]([C:16](O)=[O:17])=[CH:14][CH:13]=1)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].P(Cl)(Cl)(Cl)(Cl)[Cl:22]>CCOCC>[C:1]([O:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([Cl:22])=[O:17])=[CH:14][CH:13]=1)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 179141024-{[(Benzyloxy)carbonyl]oxy}benzoic acid

Product 1

HCID 197340544-Carbobenzoxyoxybenzoyl chlorideYield 57.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 27 m moles(7.3 g) of the above 4-carbobenzoxyoxybenzoic acid and 27 m moles(5.6 g) of phosphorus pentachloride in 50 ml of ether was stirred for 24 hours at room temperature. After the reaction, deetherizing was carried out, and the obtained crystal was recrystallized from hexane, to obtain 4.5 g of 4-carbobenzoxyoxybenzoyl chloride [m.p. 65.5°-67.4° C⟧ (yield: 57%)

Workup

  1. customAfter the reaction
  2. customthe obtained crystal was recrystallized from hexane

Sources & evidence

ORD record
ord-88e177b4765e4b509c9cdf94f435407d
Source dataset
uspto-grants-1989_07
Patent number
US04844835

Reaction notes

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