1,5-Dibromopentane → HCID 18328134, compound

HRID 635185Notes

Reaction equation

HRID 635185 reaction equation
[CH3:1][C:2]1[NH:8][C:7](=[O:9])[C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[O:4][CH:3]=1.[H-].[Na+].[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]Br>CN(C)C=O>[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:8]1[C:7](=[O:9])[C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[O:4][CH:3]=[C:2]1[CH3:1]

Participants

5

Reactant 3

HCID 81001,5-DibromopentaneHCID 24758Sodium hydrideHCID 15561205HCID 15561205, compound

Product 1

HCID 18328134HCID 18328134, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

250 mg of 4,5-dihydro-3-methyl-1,4-benzoxazepin-5-one was dissolved in 20 ml of dimethylformamide, then 68 mg (1.2 equivalents) of 60% sodium hydride was added under ice cooling. This was agitated at room temperature for 1 hour, then 0.78 ml (4 equivalents) of 1,5-dibromopentane was added and the resultant mixture was agitated for 6 hours.

Sources & evidence

ORD record
ord-e959d7c5333241b3a8998cb7220c8f36
Source dataset
uspto-grants-2001_02
Patent number
US06187769B1

Reaction notes

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