Sodium Chloride → HCID 23689969, compound

HRID 1659295Notes

Reaction equation

HRID 1659295 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]#[N:10])=[CH:5][CH:4]=1.[S:11]([O-:14])([O-:13])=[O:12].[Na+:15].[Na+].[Na+].[Cl-]>O>[C:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:2][S:11]([O-:14])(=[O:13])=[O:12])=[CH:4][CH:5]=1)#[N:10].[Na+:15]

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 24437Sodium SulfiteHCID 869964-(Bromomethyl)benzonitrile

Product 1

HCID 23689969HCID 23689969, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of α-bromo-p-tolunitrile (24.5 g; 125 mmol) and sodium sulfite (17.0 g; 135 mmol) in 50 ml of water was heated to reflux and refluxed for 18 hours. The mixture was poured, while still hot, into 100 ml of saturated aqueous NaCl. The resulting heavy white precipitate was thoroughly chilled, collected by suction filtration, and washed with two portions of saturated aqueous NaCl and three portions of Et2O. After drying in vacuo over CaSO4, the sodium p-cyanophenylmethylsulfonate was obtained in essentially quantitative yield.

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperaturerefluxed for 18 hours
  4. additionThe mixture was poured
  5. temperatureThe resulting heavy white precipitate was thoroughly chilled
  6. filtrationcollected by suction filtration
  7. washwashed with two portions of saturated aqueous NaCl and three portions of Et2O
  8. dry with materialAfter drying in vacuo over CaSO4

Sources & evidence

ORD record
ord-66efaf4e93124203a81a6b7160cf1917
Source dataset
uspto-grants-1981_12
Patent number
US04303592

Reaction notes

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