N-bromobutanimide → HCID 22646671, compound

HRID 1603071Notes

Reaction equation

HRID 1603071 reaction equation
[Br:1]N1C(=O)CCC1=O.[NH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([CH3:23])([CH3:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:12][CH:11]=1>>[NH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]([CH3:22])([CH3:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:14][C:15]=1[Br:1]

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 15544083Ethyl 2-(4-aminophenyl)-2-methylpropanoate

Product 1

HCID 22646671HCID 22646671, compound

Procedure

To a solution of ethyl 2-(4-aminophenyl)-2-methylpropionate (4.74 g in 40 mL dry methylene chloride) at 0° C. was added 4.08 g of N-bromosuccinimide and the mixture stirred at low temperature. After 1 hour, the mixture was warmed to room temperature and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (hexane:ethyl acetate, 9:1; then 8:2) gave the title compound, 5.46 g.

Workup

  1. concentrationconcentrated in vacuo
  2. customPurification of the residue by flash chromatography on silica gel (hexane

Sources & evidence

ORD record
ord-c2e609f9212741a2a089626f80bcba47
Source dataset
uspto-grants-1999_11
Patent number
US05985901

Reaction notes

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