Thiophenol → [(3-Chloro-2-methylpropyl)sulfanyl]benzene
Reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:9][CH:10]([CH3:13])[CH2:11][Cl:12].[OH-].[Na+]>C(O)C>[C:1]1([S:7][CH2:9][CH:10]([CH3:13])[CH2:11][Cl:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 40 °C
Procedure
A mixture of 22 g (0.2 mol) of thiophenol and 37.7 g (0.22 mol) of 3-bromo-1-chloro-2-methylpropane in 200 ml of ethanol is stirred at 40° C and 40 ml (0.2 mol) of 5N sodium hydroxide solution is added dropwise. The mixture is stirred for a further 2 hours at 40° C and evaporated to dryness in vacuo, the residue is extracted with methylene chloride and the extract is washed with water, dried and evaporated in vacuo. 39 g (97%) of a yellow oil are obtained.
Workup
- stirringThe mixture is stirred for a further 2 hours at 40° C
- customevaporated to dryness in vacuo
- extractionthe residue is extracted with methylene chloride
- washthe extract is washed with water
- customdried
- customevaporated in vacuo
Sources & evidence
- ORD record
- ord-c3e0945c54d74585a2e00cf4e7e1d543
- Source dataset
- uspto-grants-1977_12
- Patent number
- US04065584
Reaction notes
Loading…