4-Chlorophenol → HCID 23011218, compound

HRID 848192Notes

Reaction equation

HRID 848192 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8](Cl)=[O:9])[CH:5]=[CH:6][CH:7]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1.C(N(CC)CC)C>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[C:8]([O:18][C:15]1[CH:16]=[CH:17][C:12]([Cl:11])=[CH:13][CH:14]=1)=[O:9]

Participants

5

Reactant 3

HCID 46844-ChlorophenolHCID 8471TriethylamineHCID 69252Benzoyl chloride, 3-chloro-

Product 1

HCID 23011218HCID 23011218, compoundYield 951.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of 80 g of 3-chlorophenyl-carboxylic acid chloride in 100 ml of anhydrous benzene was added dropwise with stirring at 10° C. to a mixture of 5.87 g of 4-chlorophenol, 46.1 g of triethylamine and 250 ml of anhydrous benzene and the mixture was stirred overnight at room temperature. The mixture was vacuum filtered and the filtrate was evaporated to dryness to obtain 122 g of raw product which was crystallized from 200 ml of a 2-8 ethyl ether-petroleum ether (b.p.=60°-80° C.) mixture to obtain 116 g of 4-chlorophenyl 3-chlorobenzoate melting at 72° C.

Workup

  1. filtrationfiltered
  2. customthe filtrate was evaporated to dryness
  3. customto obtain 122 g of raw product which
  4. customwas crystallized from 200 ml of a 2-8 ethyl ether-petroleum ether (b.p.=60°-80° C.) mixture

Sources & evidence

ORD record
ord-9df484c451d94b2b9590ff7158f1f6a5
Source dataset
uspto-grants-1981_10
Patent number
US04294845

Reaction notes

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