Pyridine → 1,2-bis-(4-Chlorophenyl)-1-chloroethane

HRID 902106Notes

Reaction equation

HRID 902106 reaction equation
S(Cl)([Cl:3])=O.N1C=CC=CC=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18](O)[CH2:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][CH:18]([Cl:3])[C:15]2[CH:16]=[CH:17][C:12]([Cl:11])=[CH:13][CH:14]=2)=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 420561,2-Bis(p-chlorophenyl) ethanol

Product 1

HCID 5293421,2-bis-(4-Chlorophenyl)-1-chloroethane

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A stirred solution of of thionyl chloride in toluene is cooled to 0° C., and a catalytic amount of pyridine is added. A solution of 1,2-di(4-chlorophenyl)ethan-1-ol in toluene is then added drop wise. Upon completion addition of addition, the reaction mixture is allowed to warm to ambient temperature where it stirs for about 30 minutes. The reaction mixture is washed with water, dried with sodium sulfate, filtered, and concentrated under reduced pressure, yielding the subject compound.

Workup

  1. additionUpon completion addition of addition
  2. washThe reaction mixture is washed with water
  3. dry with materialdried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customyielding the subject compound

Sources & evidence

ORD record
ord-16375757cc914ab6a55278a7c581e8fa
Source dataset
uspto-grants-2008_04
Patent number
US07365082B2

Reaction notes

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