Thionyl Chloride → 1-(Chloromethyl)-4-(4-phenylbutoxy)benzene

HRID 1603920Notes

Reaction equation

HRID 1603920 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:19]=[CH:18][C:15]([CH2:16]O)=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:22])=O>C(Cl)(Cl)Cl>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:19]=[CH:18][C:15]([CH2:16][Cl:22])=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 540346054-(4-Phenylbutoxy)benzyl alcohol

Product 1

HCID 151155321-(Chloromethyl)-4-(4-phenylbutoxy)benzene

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 4-(4-phenylbutoxy)benzyl alcohol (556 mg, 2.17 mmol) in chloroform (10 ml) was added with thionyl chloride (0.288 ml) and left under stirring at room temperature for 24 h, then evaporated to dryness under reduced pressure to obtain 595 mg of the title compound (quantitative yield).

Workup

  1. waitleft
  2. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-8121dce99eb24a3d85d878cbc6d419a9
Source dataset
uspto-grants-1999_11
Patent number
US05990142

Reaction notes

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