N-bromobutanimide → 5-Bromo-5'-hexyl-2,2'-bithiophene

HRID 2282083Notes

Reaction equation

HRID 2282083 reaction equation
[CH2:1]([C:7]1[S:11][C:10]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C1C(=O)N([Br:24])C(=O)C1>CN(C=O)C>[Br:24][C:14]1[S:13][C:12]([C:10]2[S:11][C:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[CH:8][CH:9]=2)=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 153635945-Hexyl-2,2'-bithiophene

Product 1

HCID 597524575-Bromo-5'-hexyl-2,2'-bithiophene

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Under a light shielded condition, a 5-hexyl-2,2′-bithiophene (0.66 g, 2.63 mmol)/DMF (10 mL) solution was added to NBS (0.56 g, 3.16 mmol) and reacted for one hour. The reaction mixture was then washed with water and was extracted with diethyl ether. The organic layer was dried with MgSO4, and then the solvent was removed.

Workup

  1. customreacted for one hour
  2. washThe reaction mixture was then washed with water
  3. extractionwas extracted with diethyl ether
  4. dry with materialThe organic layer was dried with MgSO4
  5. customthe solvent was removed

Sources & evidence

ORD record
ord-e23eb2998d094ab9ac21b0e5dd04d261
Source dataset
uspto-grants-2015_09
Patent number
US09139774B2

Reaction notes

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