Tetrahydrothiophene → 1-(2-Ethoxy-2-oxoethyl)thiolan-1-ium bromide

HRID 1397270Notes

Reaction equation

HRID 1397270 reaction equation
[S:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9]>CC(C)=O>[Br-:6].[CH2:11]([O:10][C:8](=[O:9])[CH2:7][S+:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[CH3:12]

Participants

4

Reactant 2

HCID 1127TetrahydrothiopheneHCID 7748Ethyl bromoacetate

Product 1

HCID 162050281-(2-Ethoxy-2-oxoethyl)thiolan-1-ium bromideYield 82%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Tetrahydrothiophene (10 g, 113 mmol) and ethyl bromoacetate (13 mL, 113 mmol) were taken in acetone (50 mL) and stirred at room temperature for 3 days. The precipitate was filtered, washed with acetone and air dried to get 1-(2-ethoxy-2-oxoethyl)tetrahydro-1H-thiophenium bromide (23 g, yield 82%), which was carried through without further purification.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with acetone and air
  3. customdried

Sources & evidence

ORD record
ord-1e50d8cdbb0c4c389fdce7d71165dd62
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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