1-Bromo-3-chloropropane → 1-Propanesulfonic acid, 3-chloro-, sodium salt

HRID 1649565Notes

Reaction equation

HRID 1649565 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4]Br.[S:6]([O-:9])([O-:8])=[O:7].[Na+:10].[Na+]>O>[Cl:1][CH2:2][CH2:3][CH2:4][S:6]([O-:9])(=[O:8])=[O:7].[Na+:10]

Participants

4

Reactant 2

HCID 80061-Bromo-3-chloropropaneHCID 24437Sodium Sulfite

Product 1

HCID 236618901-Propanesulfonic acid, 3-chloro-, sodium salt

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

1-Chloro-3-bromopropane (104.0 g) ethanol (250 ml), and water (90 ml) were stirred 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 two hours. After the addition, refluxing was continued for a further 2 hours after which the excess alcohol and 1-chloro-3-bromopropane were removed by distillation. The remaining aqueous solution was evaporated to dryness on a steam bath and the product was recrystallised from alcohol to yield sodium 3-chloro-propane-sulphonate as a white crystalline solid.

Workup

  1. temperatureunder reflux
  2. temperaturerefluxing
  3. customreaction mixture over a period of two hours
  4. additionAfter the addition
  5. temperaturerefluxing
  6. customafter which the excess alcohol and 1-chloro-3-bromopropane were removed by distillation
  7. customThe remaining aqueous solution was evaporated to dryness on a steam bath
  8. customthe product was recrystallised from alcohol

Sources & evidence

ORD record
ord-0746157c4d68455d90ce29e42e15a479
Source dataset
uspto-grants-1983_11
Patent number
US04418138

Reaction notes

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