N-bromobutanimide → HCID 19764323, compound

HRID 248173Notes

Reaction equation

HRID 248173 reaction equation
[F:1][C:2]([F:22])([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:3]([CH3:5])=[CH2:4].[Br:23]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:23][CH2:4][C:3]([C:2]([F:22])([F:1])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH2:5]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 19764418HCID 19764418, compound

Product 1

HCID 19764323HCID 19764323, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A slurry of 140 mg of 3,3-difluoro-2-methyl-1-nonadecene in 2 ml of carbon tetrachloride containing 43 mg of N-bromosuccinimide and a catalytic amount of azobisisobutryonitrile is stirred at ambient temperature for 30 minutes. The mixture is filtered through a short pad of silica gel which is repeatedly washed with hexane. The combined filtrates are evaporated and the residue is purified on silica gel using hexanes to give 38 mg of the desired product as an oil.

Workup

  1. filtrationThe mixture is filtered through a short pad of silica gel which
  2. washis repeatedly washed with hexane
  3. customThe combined filtrates are evaporated
  4. customthe residue is purified on silica gel

Sources & evidence

ORD record
ord-827310bee97c4fc2aea9d24a34b3cece
Source dataset
uspto-grants-1993_05
Patent number
US05208223

Reaction notes

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