1-Bromo-2-Chloroethane → HCID 18316694, compound

HRID 276710

Reaction equation

HRID 276710 reaction equation
[SH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][Cl:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:14][CH2:13][CH2:12][S:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium CarbonateHCID 957384-Mercaptobenzoic acid

Product 1

HCID 18316694HCID 18316694, compoundYield 55.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
40 °C

Procedure

4-Mercaptobenzoic acid (65 mmol) and 1-Bromo-2-chloro-ethane (71 mmol) are dissolved in acetone (120 ml) and powdered potassium carbonate (71 mmol) is added. The mixture is warmed up to 40° C. and stirred for 7 hours. After evaporation of the solvent, the residue is extracted with ethyl acetate. The extract is washed with water and dried over sodium sulfate and evaporated. The crude product is suspended in diethylether and the solid filtered of and dried (vacuum). 7.8 g of a white powder with mp. 142-144° C., Rf=0.37 (methylenchlorid/methanol=9/1) is obtained.

Workup

  1. customAfter evaporation of the solvent
  2. extractionthe residue is extracted with ethyl acetate
  3. washThe extract is washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. filtrationthe solid filtered of and
  7. customdried (vacuum)

Sources & evidence

ORD record
ord-2d4f7d24a9014739a4de0105c17b358e
Source dataset
uspto-grants-2002_03
Patent number
US06353017B1

Linked notes

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