Water → HCID 14876101, compound

HRID 846460Notes

Reaction equation

HRID 846460 reaction equation
[C:1]1([O:7][CH2:8][CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:10][C:11]([Cl:18])([Cl:17])[CH2:12][C:13](Cl)([CH3:15])[CH3:14].[Al+3].[Cl-].[Cl-].[Cl-].O>ClCCl>[Cl:10][C:11]([Cl:18])([Cl:17])[CH2:12][C:13]([C:4]1[CH:5]=[CH:6][C:1]([O:7][CH2:8][CH3:9])=[CH:2][CH:3]=1)([CH3:15])[CH3:14]

Participants

6

Reactant 4

HCID 962WaterHCID 7674PhenetoleHCID 6451240Aluminum(III) ChlorideHCID 10921743Butane, 1,1,1,3-tetrachloro-3-methyl-

Product 1

HCID 14876101HCID 14876101, compoundYield 20.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 61 g (0.5 mol) of phenetole and 105 g (0.5 mol) of 1,1,1,3-tetrachloro-3-methyl-butane is added slowly with stirring at 0° C. to a suspension of 66.5 g (0.5 mol) of AlCl3 in 100 ml of dichloromethane. After stirring for 4 hours, 1,000 ml of water are added to the reaction mixture with ice-cooling. The mixture is extracted several times with dichloromethane and, after drying, the combined extracts are worked up by distillation. 30 g (=20% of theory) of 1,1,1-trichloro-3-p-ethoxyphenyl-3methyl-butane (b.p.: 145°-150° C./0.1 mbar) are obtained in addition to unreacted starting material.

Workup

  1. additionis added slowly
  2. temperaturecooling
  3. extractionThe mixture is extracted several times with dichloromethane
  4. customafter drying
  5. distillationthe combined extracts are worked up by distillation

Sources & evidence

ORD record
ord-948ce9efa3dc43068ace618ef2d67d12
Source dataset
uspto-grants-1992_08
Patent number
US05136114

Reaction notes

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