1,4-Dibromobutane → HCID 86755611, compound

HRID 1871389Notes

Reaction equation

HRID 1871389 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5]Br.[CH3:7][O:8][C:9]1[CH:10]=[C:11]([C:17]2[C@H:26]3[C@H:21]([CH2:22][CH2:23][CH2:24][CH2:25]3)[C:20](=[O:27])[NH:19][N:18]=2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16].[H-].[Na+]>CN(C)C=O>[CH3:7][O:8][C:9]1[CH:10]=[C:11]([C:17]2[C@H:26]3[C@H:21]([CH2:22][CH2:23][CH2:24][CH2:25]3)[C:20](=[O:27])[N:19]([CH2:5][CH2:4][CH2:3][CH2:2][Br:1])[N:18]=2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16]

Participants

5

Reactant 3

HCID 80561,4-DibromobutaneHCID 24758Sodium hydrideHCID 10913208(cis)-4-(3,4-Dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Product 1

HCID 86755611HCID 86755611, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

15 g of 1,4-dibromobutane was added to a mixture of 5.0 g of compound 1 and 1.0 g of sodium hydride in dimethylformamide. After stirring the resulting mixture for 5 hours, the solvent was evaporated and the residue partitioned between water and ethyl acetate. The ethyl acetate solution was dried over magnesium sulfate and evaporated. The residue was purified by chromatography (dichloromethane). M.p. colourless oil.

Workup

  1. customthe solvent was evaporated
  2. customthe residue partitioned between water and ethyl acetate
  3. dry with materialThe ethyl acetate solution was dried over magnesium sulfate
  4. customevaporated
  5. customThe residue was purified by chromatography (dichloromethane)

Sources & evidence

ORD record
ord-6e6e2418f7e04c898bd9300cf6ce8316
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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