Hydrochloric Acid → 4(2-Chlorophenyl)phenacyl chloride

HRID 1155283Notes

Reaction equation

HRID 1155283 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Cl:18][CH2:19][C:20](Cl)=[O:21].Cl>C(Cl)Cl>[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:13]=[CH:14][C:15]([C:20](=[O:21])[CH2:19][Cl:18])=[CH:16][CH:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 2492662-ChlorobiphenylHCID 6451240Aluminum(III) Chloride

Product 1

HCID 205617034(2-Chlorophenyl)phenacyl chlorideYield 90.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

293.7 g (2.2 mols) of aluminium chloride are introduced in portions to a solution of 377 g (2 mols) of 2-chlorobiphenyl in 160 ml (2 mols) of chloroacetyl chloride and 1,000 ml of methylene chloride. After 18 hours, the reaction mixture is poured onto ice and hydrochloric acid. The organic phase is seperated off, washed, dried over sodium sulphate and concentrated in vacuo by distilling off the solvent. The oil which remains is purified by distillation. 478.7 g (90% of theory) of 4(2-chlorophenyl)phenacyl chloride of melting point 47° C. are obtained.

Workup

  1. customThe organic phase is seperated off
  2. washwashed
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated in vacuo
  5. distillationby distilling off the solvent
  6. distillationThe oil which remains is purified by distillation

Sources & evidence

ORD record
ord-ccd0f74643d54f44a9896a5ebe12eec2
Source dataset
uspto-grants-1981_11
Patent number
US04301166

Reaction notes

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