Ethanol → HCID 88698212, compound

HRID 1462229Notes

Reaction equation

HRID 1462229 reaction equation
[Cl:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6]Cl.C(O)C.[S:11]([O-:14])([O-:13])=[O:12].[Na+:15].[Na+].C(OCC)C>O>[Cl:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][S:11]([O-:14])(=[O:13])=[O:12].[Na+:15]

Participants

6

Reactant 4

HCID 702EthanolHCID 3283Diethyl EtherHCID 8115Bis(2-chloroethyl) etherHCID 24437Sodium Sulfite

Product 1

HCID 88698212HCID 88698212, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Bis(2-chloroethyl)ether (94.4 g), ethanol (250 ml) and water (90 ml) were stirred together under reflux, and a solution of sodium sulphite (25.0 g) in distilled water (90 ml) was added to the stirred, refluxing reaction mixture over a period of 2 hours. After the addition, refluxing was continued for two hours after which time the excess alcohol and bis(2-chloroethyl) ether were removed by distillation. The remaining aqueous solution was evaporated to dryness on a water bath to give a white crystalline solid, which was stirred with diethyl ether and filtered to yield sodium 2-chloroethoxyethyl sulphonate.

Workup

  1. temperatureunder reflux
  2. temperaturerefluxing
  3. customreaction mixture over a period of 2 hours
  4. additionAfter the addition
  5. temperaturerefluxing
  6. customafter which time the excess alcohol and bis(2-chloroethyl) ether were removed by distillation
  7. customThe remaining aqueous solution was evaporated to dryness on a water bath
  8. customto give a white crystalline solid, which
  9. filtrationfiltered

Sources & evidence

ORD record
ord-55d3d7f1b834450bbd7dfc8a9649d897
Source dataset
uspto-grants-1984_07
Patent number
US04459416

Reaction notes

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