Chloroform → (Trichloromethylthio)methylbenzene

HRID 429520Notes

Reaction equation

HRID 429520 reaction equation
[CH2:1]([S:8]C#N)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:11]([Cl:14])([Cl:13])[Cl:12]>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.[OH-].[Na+]>[C:2]1([CH2:1][S:8][C:11]([Cl:14])([Cl:13])[Cl:12])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 6212ChloroformHCID 18170Benzyl Thiocyanate

Product 1

HCID 23504086(Trichloromethylthio)methylbenzene

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
40 °C

Procedure

Benzyl thiocyanate (29.8 g, 0.2 mol), chloroform (76 g, 0.6 mol) and triethylbenzylammonium chloride (0.5 g, 0.002 mol) were stirred vigorously. 40 ml of 50% aqueous sodium hydroxide were added clowly to this solution (mildly exothermic). The temperature increased to 40° C. and was maintained thereat for 4 h with efficient stirring.

Workup

  1. temperaturewas maintained

Sources & evidence

ORD record
ord-e29281b96517427c80e16fded103244c
Source dataset
uspto-grants-2001_11
Patent number
US06316636B1

Reaction notes

Loading…