Bromine → HCID 23349975, compound

HRID 2058196Notes

Reaction equation

HRID 2058196 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:5]=1[O:6][CH2:7][C:8](=[O:14])[C:9]([O:12][CH3:13])([CH3:11])[CH3:10].S(=O)(O)[O-].[Na+]>C(OCC)C>[Br:1][CH:7]([O:6][C:5]1[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:4]=1[Cl:3])[C:8](=[O:14])[C:9]([O:12][CH3:13])([CH3:11])[CH3:10]

Participants

5

Reactant 3

HCID 24408BromineHCID 23349979HCID 23349979, compoundHCID 23665763Sodium Bisulfite

Product 1

HCID 23349975HCID 23349975, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Bromine (10.73 g, 0.067 mole) was slowly added to a stirred solution of 18.6 g (0.067 mole) of 1-(2,4-dichlorophenoxy)-3-methoxy-3-methyl-2-butanone in 350 ml diethyl ether containing 0.2 g aluminum chloride at about 3° C. After the addition, the mixture was stirred an additional 30 minutes, then poured into aqueous sodium bisulfite. The organic layer was separated, extracted with sodium bicarbonate solution, dried using MgSO4, and the solvent evaporated. There was thus obtained 23.6 g (99% yield) of 1-bromo-1-(2,4-dichlorophenoxy)-3-methoxy-3-methyl-2-butanone.

Workup

  1. additionAfter the addition
  2. customThe organic layer was separated
  3. extractionextracted with sodium bicarbonate solution
  4. customdried
  5. customthe solvent evaporated

Sources & evidence

ORD record
ord-86c30effc1cd423487761862734802a7
Source dataset
uspto-grants-1980_07
Patent number
US04215127

Reaction notes

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