Chloral → 4-Chloro-alpha-(trichloromethyl)benzenemethanol

HRID 1092909Notes

Reaction equation

HRID 1092909 reaction equation
[Cl:1][C:2]([Cl:6])([Cl:5])[CH:3]=[O:4].[Cl-].[Al+3].[Cl-].[Cl-].[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[Cl:1][C:2]([Cl:6])([Cl:5])[CH:3]([C:15]1[CH:16]=[CH:17][C:12]([Cl:11])=[CH:13][CH:14]=1)[OH:4]

Participants

4

Reactant 3

HCID 6407ChloralHCID 7964ChlorobenzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 214174-Chloro-alpha-(trichloromethyl)benzenemethanol

Conditions

Temperature
1 °C

Procedure

A mixture of chlorobenzene (1400 g) and trichloro-acetaldehyde (384 g) is stirred at 0-2° C. Aluminium chloride (274 g) is added in portions over 110 minutes at the same temperature. Occasionally cooling is necessary. The reaction mixture is stirred at 0-5° C. for 5 hours. The reaction mixture is poured into ice/water (3000 g). The organic phase is separated, washed three times with water (500 g each), dried (sodium sulfate) and evaporated. 2,2,2-Trichloro-1-(4-chloro-phenyl)-ethanol is obtained as oil.

Workup

  1. temperatureOccasionally cooling
  2. stirringThe reaction mixture is stirred at 0-5° C. for 5 hours
  3. customThe organic phase is separated
  4. washwashed three times with water (500 g each)
  5. dry with materialdried (sodium sulfate)
  6. customevaporated

Sources & evidence

ORD record
ord-371ee68ef43f4836a67f946cc041daab
Source dataset
uspto-grants-2012_03
Patent number
US08129560B2

Reaction notes

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