Water → Phenacyltetrahydrothiophenium bromide

HRID 553386Notes

Reaction equation

HRID 553386 reaction equation
[CH2:1]([Br:10])[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3].[S:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1.O.C(OCC)C>[N+](C)([O-])=O>[Br-:10].[CH2:1]([S+:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3]

Participants

6

Reactant 4

HCID 962WaterHCID 1127TetrahydrothiopheneHCID 3283Diethyl EtherHCID 6259Phenacyl bromide

Product 1

HCID 11346720Phenacyltetrahydrothiophenium bromide

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

Phenacyl bromide, 88.2 g (0.44 mole) and tetrahydrothiophene, 39.1 g (0.44 mole) were dissolved in 220 g of nitromethane, which was stirred for 4 hours at room temperature. The reaction solution was combined with 800 g of water and 400 g of diethyl ether. The aqueous layer separated was taken out, which was an aqueous solution of the target compound, phenacyltetrahydrothiophenium bromide.

Workup

  1. customThe aqueous layer separated

Sources & evidence

ORD record
ord-357c4cbcd5cd4528851205250f3de92c
Source dataset
uspto-grants-2011_11
Patent number
US08048610B2

Reaction notes

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