1,1,1,2-Tetrachloroethane → HCID 20296846, compound

HRID 1389540Notes

Reaction equation

HRID 1389540 reaction equation
[C:1](Cl)(=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[CH:3]=1.C[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20].[Cl-].[Al+3].[Cl-].[Cl-].Cl[CH2:26]C(Cl)(Cl)Cl>>[CH3:9][O:8][C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][C:5]=1[CH3:26])[C:1]([C:17]1[CH:16]=[CH:15][C:14]([O:19][CH3:20])=[CH:13][CH:18]=1)=[O:10]

Participants

5

Reactant 4

HCID 124181,1,1,2-Tetrachloroethane2×HCID 336372-MethylanisoleHCID 74374m-Anisoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 20296846HCID 20296846, compound

Procedure

The procedures and equipment used in this monomer preparation are as described in Example I. A solution of 94.5 g m-anisoyl chloride (0.554 mole) in 113 ml of tetrachloroethane was added dropwise to a stirred, cooled mixture of 80.7 g o-methylanisole (0.661 mole), 94.5 g anhydrous aluminum chloride, and 113 ml tetrachloroethane, keeping the temperature of about 15° C. The mixture stood at room temperature for 24 hr. After adding ice and extracting with methylene chloride as in the preparation of 3,4'-methoxybenzophenone of Example I, an impure liquid was obtained from which the 3,4'-dimethoxy-4-methylbenzophenone was obtained by fractional distillation in a 25 cm Vigreux column at 198° C. and 2.0 torr (0.27 kPa) pressure. Yield was 114 g (0.445 mole).

Workup

  1. customThe procedures and equipment used in this monomer preparation
  2. temperaturecooled
  3. customthe temperature of about 15° C
  4. additionAfter adding ice
  5. extractionextracting with methylene chloride as in the preparation of 3,4'-methoxybenzophenone of Example I

Sources & evidence

ORD record
ord-fb1cf6d2d5594f3b80b053fabf5d71d6
Source dataset
uspto-grants-1981_01
Patent number
US04245082

Reaction notes

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