1,4-Dibromobutane → HCID 18327997, compound

HRID 635187Notes

Reaction equation

HRID 635187 reaction equation
[CH3:1][C:2]1[NH:8][C:7](=[O:9])[C:6]2[CH:10]=[CH:11][C:12]([CH3:14])=[CH:13][C:5]=2[O:4][CH:3]=1.[Br:15][CH2:16][CH2:17][CH2:18][CH2:19]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:15][CH2:16][CH2:17][CH2:18][CH2:19][N:8]1[C:7](=[O:9])[C:6]2[CH:10]=[CH:11][C:12]([CH3:14])=[CH:13][C:5]=2[O:4][CH:3]=[C:2]1[CH3:1]

Participants

5

Reactant 3

HCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 18327953HCID 18327953, compound

Product 1

HCID 18327997HCID 18327997, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2.84 g of 4,5-dihydro-3,8-dimethyl-1,4-benzoxazepin-5-one was dissolved in 75 ml of acetone, 12.9 g (4 equivalents) of 1,4-dibromobutane and 6.22 g (3 equivalents) of potassium carbonate were added, then the resultant mixture was heated and refluxed for 12 hours. This was allowed to cool, then was filtered, the filtrate was concentrated, and the residue was refined by silica gel column chromatography (hexane:ethyl acetate=3:1) to obtain the above-referenced compound in an amount of 3.3 g (yield of 68%).

Workup

  1. temperaturerefluxed for 12 hours
  2. temperatureto cool
  3. filtrationwas filtered
  4. concentrationthe filtrate was concentrated
  5. customto obtain the above-referenced compound in an amount of 3.3 g (yield of 68%)

Sources & evidence

ORD record
ord-93a3d635b68b45c5b5f638ce7b76bba7
Source dataset
uspto-grants-2001_02
Patent number
US06187769B1

Reaction notes

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