N-bromobutanimide → HCID 178452322, compound

HRID 412157Notes

Reaction equation

HRID 412157 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][N:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][C:10]2=[O:22])[N:3]=1.[Br:23]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Br:23][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[N:3][C:4]=1[CH2:8][N:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:19])([CH3:21])[CH3:20])=[O:16])[CH2:11][C:10]1=[O:22]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 178452306HCID 178452306, compound

Product 1

HCID 178452322HCID 178452322, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of the product from Step A (511 mg, 1.66 mmol) in 10 mL of chloroform at 0° C. was added N-bromosuccinimide (296 mg, 1.66 mmol). After 30 minutes, the solution was concentrated in vacuo. The resulting product was purified by silica gel chromatography (3-4% MeOH/CH2Cl2) to provide the desired product.

Workup

  1. concentrationthe solution was concentrated in vacuo
  2. customThe resulting product was purified by silica gel chromatography (3-4% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-e3df2a24858f46e2973080feb1d53589
Source dataset
uspto-grants-2003_05
Patent number
US06562823B1

Reaction notes

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