Potassium Carbonate → 1-Bromo-4-(7-bromoheptylthio)benzene

HRID 1977284

Reaction equation

HRID 1977284 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[Br:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]Br.C(=O)([O-])[O-].[K+].[K+]>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][Br:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 660494-BromothiophenolHCID 783091,7-Dibromoheptane

Product 1

HCID 219974831-Bromo-4-(7-bromoheptylthio)benzeneYield 65.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-bromobenzenethiol (6 g), 1,7-dibromoheptane (16.37 g), and potassium carbonate (8.77 g) in dimethylformanide (30 ml) was stirred at room temperature for 5.5 Hours. The reaction mixture was pulverized with water and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over magnesium sulfate and evaporated under reduced pressure to give 1-bromo-4-(7-bromoheptylthio)benzene (7.62 g).

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-f5acaecee15e4334b0b5c03c3d76edc2
Source dataset
uspto-grants-2001_05
Patent number
US06232290B1

Linked notes

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