Water → Phenacyltetrahydrothiophenium bromide

HRID 490046

Reaction equation

HRID 490046 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

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

Workup

  1. customseparated into two layers

Sources & evidence

ORD record
ord-171c3d7f83144f5bbbe8d5ff203f9d5f
Source dataset
uspto-grants-2009_05
Patent number
US07527912B2

Linked notes

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