Thionyl Chloride → 2-Isopropyl-6-methylbenzylchloride

HRID 427512Notes

Reaction equation

HRID 427512 reaction equation
[CH:1]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:5]=1[CH2:6]O)([CH3:3])[CH3:2].S(Cl)([Cl:15])=O>C(Cl)Cl>[CH:1]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:5]=1[CH2:6][Cl:15])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 18357444(2-Isopropyl-6-methylphenyl)methanol

Product 1

HCID 183574432-Isopropyl-6-methylbenzylchlorideYield 96.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-isopropyl-6-methylbenzylalcohol (1.7 g, 10.4 mmol) in methylene chloride (20 ml) was added thionyl chloride (1.7 g, 14 mmol) and the reaction was stirred for 1 h. at room temperature. The solvent was evaporated under reduced pressure and the residue was filrated through silica gel using methylenechloride as eluent. The solvent was evaporated under reduced pressure to give 1.83 g (96%) of the title compound as an oil.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3aa176b262cf453884f4ed0481d82783
Source dataset
uspto-grants-2001_11
Patent number
US06313137B1

Reaction notes

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