Allyl bromide → Allyl(4-methylphenyl) sulfide
Reaction equation
[CH2:1](Br)[CH:2]=[CH2:3].[C:5]1([CH3:16])[CH:10]=[CH:9][C:8]([S:11][Si](C)(C)C)=[CH:7][CH:6]=1>C(#N)C.CN(C)P(=O)(N(C)C)N(C)C>[C:5]1([CH3:16])[CH:10]=[CH:9][C:8]([S:11][CH2:3][CH:2]=[CH2:1])=[CH:7][CH:6]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
5.1 ml (59 mmoles) of allyl bromide were added to a mixture of 10.04 g (51.2 mmoles) of p-tolylthio(trimethyl)silane in 20 ml of acetonitrile and 18 ml of hexamethylphosphoric triamide and the conversion was complete after stirring for 20 minutes at room temperature. The reaction mixture was treated as described in Example 3 to obtain 7.1 g (85% yield) of allyl p-tolyl sulfide boiling at 110°-111° C./14 mm Hg and having a refractive index of nD25 =1.5644.
Workup
- additionThe reaction mixture was treated
Sources & evidence
- ORD record
- ord-0983db5433f64ec28272cbfab33d2e66
- Source dataset
- uspto-grants-1985_01
- Patent number
- US04496720
Reaction notes
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