N-bromobutanimide → 2-Bromo-5-(4-fluorobenzyl)thiophene

HRID 1975751Notes

Reaction equation

HRID 1975751 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[Br:14]N1C(=O)CCC1=O>C(Cl)(Cl)Cl.CC(O)=O>[Br:14][C:11]1[S:10][C:9]([CH2:8][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 105839052-[(4-Fluorophenyl)methyl]thiophene

Product 1

HCID 105400132-Bromo-5-(4-fluorobenzyl)thiopheneYield 98.1%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6212ChloroformSolvent

Procedure

The above thiophene (9.61 g, 50.0 mmol) was brominated using N-bromosuccinimide (8.90 g, 50.0 mmol) in CHCl3 and CH3COOH (1:1) to provide 13.3 g (98%) of the title compound.

Sources & evidence

ORD record
ord-1540783ec3e945408592f798d5689d43
Source dataset
uspto-grants-1994_02
Patent number
US05288751

Reaction notes

Loading…