Hydrochloric Acid → HCID 22760436, compound

HRID 461193Notes

Reaction equation

HRID 461193 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([S:12](=[O:17])(=[O:16])[N:13]([CH3:15])[CH3:14])[CH:6]=1)=[O:4].[BH4-].[Na+].Cl>CO>[Br:1][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([S:12](=[O:16])(=[O:17])[N:13]([CH3:14])[CH3:15])[CH:6]=1)[OH:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 204768462-Bromo-4'-chloro-3'-dimethylsulfamoylacetophenone

Product 1

HCID 22760436HCID 22760436, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 6.4 g of 2-bromo-4'-chloro-3'-dimethylsulfamoylacetophenone in 28 ml of methanol were added dropwise, at a reaction temperature of 5° C, a solution of 0.6 g of sodium borohydride in 5 ml of methanol and the solution was then stirred for 1 hour at room temperature. The reaction mixture was acidified while cooling (+5° C) with 2 N HCl and the solvent was distilled off under reduced pressure. After adding 70 ml of water, extraction followed with 200 ml of diethyl ether, the organic phase was dried over sodium sulfate, the solvent was distilled off and 2-bromo-1-(4-chloro-3-dimethylsulfamoylphenyl)-ethanol was obtained as fair yellow to colorless oil.

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. additionAfter adding
  3. extraction70 ml of water, extraction
  4. dry with materialthe organic phase was dried over sodium sulfate
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-5385b662ef2049898848fabaecbbb030
Source dataset
uspto-grants-1977_12
Patent number
US04061761

Reaction notes

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