Water → Phenacyltetrahydrothiophenium bromide

HRID 2061310Notes

Reaction equation

HRID 2061310 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 962Water2×HCID 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 39.1 g (0.44 mole) of tetrahydrothiophene were dissolved in 220 g of nitromethane, and they were stirred at room temperature for 4 hours. Into the reaction solution were added 800 g of water and 400 g of diethyl ether, and the separated water layer was taken to obtain the aqueous solution of the intended phenacyl tetrahydrothiophenium bromide.

Sources & evidence

ORD record
ord-48dfd8a72a224fcf9c116d359c3b4160
Source dataset
uspto-grants-2012_10
Patent number
US08283104B2

Reaction notes

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