1,5-Dibromopentane → HCID 19813034, compound

HRID 466965Notes

Reaction equation

HRID 466965 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][CH2:19]Br.[H-].[Na+]>CN(C=O)C>[Br:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][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 81001,5-DibromopentaneHCID 24758Sodium hydrideHCID 19024278HCID 19024278, compound

Product 1

HCID 19813034HCID 19813034, compoundYield 58.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 20 ml of DMF was dissolved 100 mg of 1,3,4,5-tetrahydro-2-benzazepine-1,3-dione and the solution then ice-cooled. Then, to the resulting solution were added 0.117 ml (1.5 equivalent) of 1,5-dibromopentane and 27.4 mg (1.2 equivalent) of a 60% sodium hydride oil dispersion and the mixture was stirred for 1.5 hour with ice-cooling. Thereafter, the reaction solution was reacted and/or treated and purified in the same manner as in Reference Example 1 to give 109 mg (yield: 58.9%) of the title compound.

Workup

  1. temperaturethe solution then ice-cooled
  2. temperaturecooling
  3. customThereafter, the reaction solution was reacted
  4. additiontreated
  5. custompurified in the same manner as in Reference Example 1

Sources & evidence

ORD record
ord-16e09732f1b24795994fcc678b93860a
Source dataset
uspto-grants-1992_10
Patent number
US05158947

Reaction notes

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