Phosphorus pentachloride → 4-Carbobenzoxyoxybenzoyl chloride

HRID 2082121Notes

Reaction equation

HRID 2082121 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-5740e318659b4d048820650ca93a2d55
Source dataset
uspto-grants-1993_02
Patent number
US05187248

Reaction notes

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