Bromine → 5-Bromo-2,3-bis(4-fluorophenyl)thiophene

HRID 1702469Notes

Reaction equation

HRID 1702469 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[CH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.[Br:20]Br>C(Cl)Cl.C(O)(=O)C>[Br:20][C:10]1[S:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[C:12]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH:11]=1

Participants

5

Reactant 2

HCID 24408Bromine2×HCID 11975814Thiophene, 2,3-bis(4-fluorophenyl)-

Product 1

HCID 131272535-Bromo-2,3-bis(4-fluorophenyl)thiophene

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent3×HCID 6344DichloromethaneSolvent

Procedure

A solution of 2,3-bis(4-fluorophenyl)thiophene (272 mg, 1 mmole) in 3 ml methylene chloride was diluted with 3 ml glacial acetic acid and cooled to 10°. A solution of 0.5 M bromine in acetic acid (1.1 ml) was added. After 21/2 hours an additional portion of bromine in acetic acid (1.1 ml) was added. After a total rection time of 51/2 hours, the reaction mixture was concentrated in vacuo.

Workup

  1. temperaturecooled to 10°
  2. concentrationAfter a total rection time of 51/2 hours, the reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-2611a991d4dc4ef6a78006123151b64d
Source dataset
uspto-grants-1983_04
Patent number
US04381311

Reaction notes

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