N-bromobutanimide → HCID 19611656, compound

HRID 1602393Notes

Reaction equation

HRID 1602393 reaction equation
[F:1][C:2]1[C:10]2[O:9][CH:8]=[CH:7][C:6]=2[C:5]([CH3:11])=[CH:4][CH:3]=1.[Br:12]N1C(=O)CCC1=O>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[Br:12][CH2:11][C:5]1[C:6]2[CH:7]=[CH:8][O:9][C:10]=2[C:2]([F:1])=[CH:3][CH:4]=1

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 196116757-Fluoro-4-methylbenzofuran

Product 1

HCID 19611656HCID 19611656, compoundYield 108%

Reagents, catalysts & solvents 2

HCID 7187Benzoyl PeroxideCatalystHCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 7-fluoro-4-methyl-benzofuran (14.2 g), N-bromosuccinimide (19.7 g), benzoyl peroxide (0.5 g) and carbon tetrachloride (600 ml) was heated under reflux under the illumination of an 80 W flood lamp for 20 h. The mixture was cooled, and filtered and the filtrate evaporated to dryness to give the title compound as a pale orange oil (23.4 g)

Workup

  1. temperaturewas heated
  2. temperatureunder reflux under the illumination of an 80 W flood lamp for 20 h
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-e8a19b4b22b8489aa89afa0e57ccee9b
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

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