Ethanol → ethyl-3,4-dichlorobenzoate

HRID 464017Notes

Reaction equation

HRID 464017 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[Cl:11])[C:5](Cl)=[O:6].[CH2:12]([OH:14])[CH3:13]>>[CH2:12]([O:14][C:5](=[O:6])[C:4]1[CH:8]=[CH:9][C:10]([Cl:11])=[C:2]([Cl:1])[CH:3]=1)[CH3:13]

Participants

3

Reactant 2

HCID 702EthanolHCID 76403Benzoyl chloride, 3,4-dichloro-

Product 1

HCID 11481387ethyl-3,4-dichlorobenzoateYield 73%

Procedure

A mixture of 42 g (0.2 mol) 3,4-dichlorobenzoyl chloride and 200 ml ethanol was heated to boiling for 2 hours, evaporated, the residue taken up in ether, the solution washed with NaHCO3 -solution and water, dried and evaporated. The distillation yielded 32 g (73% theor.) ethyl-3,4-dichlorobenzoate with a BP of 84° C./0.13 mbar and a mp of 33° to 35° C.

Workup

  1. temperaturewas heated
  2. customevaporated
  3. washthe solution washed with NaHCO3 -solution and water
  4. customdried
  5. customevaporated
  6. distillationThe distillation

Sources & evidence

ORD record
ord-14dd34ea04da449d98af45a0701ba817
Source dataset
uspto-grants-1985_10
Patent number
US04545984

Reaction notes

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