1,4-Dibromobutane → HCID 19024280, compound

HRID 1033710Notes

Reaction equation

HRID 1033710 reaction equation
[C:1]1(=[O:13])[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH2:5][CH2:4][C:3](=[O:12])[NH:2]1.[Br:14][CH2:15][CH2:16][CH2:17][CH2:18]Br.[H-].[Na+]>CN(C)C=O>[Br:14][CH2:15][CH2:16][CH2:17][CH2:18][N:2]1[C:3](=[O:12])[CH2:4][CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:1]1=[O:13]

Participants

5

Reactant 3

HCID 80561,4-DibromobutaneHCID 24758Sodium hydrideHCID 19024278HCID 19024278, compound

Product 1

HCID 19024280HCID 19024280, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 200 mg of 1,3,4,5-tetrahydro-2-benzazepine-1,3-dione dissolved in 20 ml of dimethylformamide was ice-cooled, and then 0.209 ml (1.5 equivalents) of 1,4-dibromobutane, 54.8 mg (1.2 equivalents) of 60% sodium hydride were added, followed by stirring under ice-cooling for 1.5 hours. The reaction treatment and purification were conducted in the same manner as in Example 13, to obtain 213 mg of the desired compound (yield 60%).

Workup

  1. temperaturecooled
  2. temperaturecooling for 1.5 hours
  3. customThe reaction treatment and purification

Sources & evidence

ORD record
ord-51f899d582b8422c92a6d7313296c395
Source dataset
uspto-grants-1994_05
Patent number
US05312625

Reaction notes

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