N-bromobutanimide → 2-(Bromomethyl)-4-(trifluoromethyl)furan
Reaction equation
[CH3:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([F:10])([F:9])[F:8])[CH:6]=1.[Br:11]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N>[Br:11][CH2:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([F:10])([F:9])[F:8])[CH:6]=1Participants
5
Procedure
6 g of the product of Stage D were refluxed for 1 and a half hours in 50 ml of carbon tetrachloride in the presence of 7.2 g of N-bromosuccinimide and 0.3 g of azobisisobutyronitrile and the mixture was allowed to return to room temperature and was filtered. The solvent was evaporated and the residue was chromatographed on silica (eluent: 98/2 ether/isopropyl ether) to obtain 5.5 g of the expected product.
Workup
- customto return to room temperature
- filtrationwas filtered
- customThe solvent was evaporated
- customthe residue was chromatographed on silica (eluent: 98/2 ether/isopropyl ether)
Sources & evidence
- ORD record
- ord-b3d89a00b8414e9d93c3bacac0ffbde1
- Source dataset
- uspto-grants-1995_04
- Patent number
- US05405865
Reaction notes
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