Thionyl Chloride → 2-Benzyloxy-ethanesulfonyl chloride

HRID 2078638Notes

Reaction equation

HRID 2078638 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][S:11]([OH:14])(=O)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:17])=O>CN(C)C=O>[CH2:1]([O:8][CH2:9][CH2:10][S:11]([Cl:17])(=[O:14])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23171545HCID 23171545, compound

Product 1

HCID 641796232-Benzyloxy-ethanesulfonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a 2-(benzyloxy)ethanesulfonic acid (4.0 g) was added thionyl chloride (13.5 ml) dropwise at ambient temperature for 15 minutes and the mixture was stirred at the same temperature for 10 minutes. To the mixture was added dropwise N,N-dimethylformamide (0.072 ml) at ambient temperature. The mixture was stirred at the same temperature for 20 minutes and refluxed for 1 hour. After cooling down to room temperature, the mixture was evaporated under reduced pressure to give 2-(benzyloxy)ethanesulfonyl chloride (4.1 g).

Workup

  1. stirringThe mixture was stirred at the same temperature for 20 minutes
  2. temperaturerefluxed for 1 hour
  3. customthe mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-8da05fb1ee3346c88a79edd938e9d889
Source dataset
uspto-grants-2011_04
Patent number
US07928264B2

Reaction notes

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