Phosphorus pentachloride → 4-Carbobenzoxyoxybenzoyl chloride

HRID 2072637Notes

Reaction equation

HRID 2072637 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-66c5c05004de472fad3b04480c18a0e5
Source dataset
uspto-grants-1990_04
Patent number
US04913839

Reaction notes

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