Ethane, 2-bromo-1,1-diethoxy- → HCID 15713981, compound

HRID 1464260Notes

Reaction equation

HRID 1464260 reaction equation
CC(C)([O-])C.[K+].[O:7]=[C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([CH2:18][C:19]([O:21][CH3:22])=[O:20])=[N:10][NH:9]1.[CH2:23]([O:25][CH:26]([O:29][CH2:30][CH3:31])[CH2:27]Br)[CH3:24]>CN(C=O)C>[CH2:23]([O:25][CH:26]([O:29][CH2:30][CH3:31])[CH2:27][N:9]1[C:8](=[O:7])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([CH2:18][C:19]([O:21][CH3:22])=[O:20])=[N:10]1)[CH3:24]

Participants

5

Reactant 3

HCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 778234HCID 778234, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 15713981HCID 15713981, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution containing potassium t-butoxide (5.91 g), methyl 4-oxo-3H-phthalazin-1-ylacetate (10.91 g) and DMF (50 ml) was added bromoacetaldehyde diethylacetal (10.83 g), and the reaction mixture was allowed to stir at room temperature for 48 hours. The reaction mixture was poured onto water, extracted with ethyl acetate and the ethyl acetate layer was collected and dried. Upon evaporation of the solvent, a clear oil was obtained which upon standing gave a white solid (yield, 5.2 g; m.p. 68° C.).

Workup

  1. additionThe reaction mixture was poured onto water
  2. extractionextracted with ethyl acetate
  3. customthe ethyl acetate layer was collected
  4. customdried
  5. customUpon evaporation of the solvent
  6. customa clear oil was obtained which
  7. customupon standing gave
  8. customa white solid (yield, 5.2 g; m.p. 68° C.)

Sources & evidence

ORD record
ord-3f4f6a068e1142f79b62acaa5e24b936
Source dataset
uspto-grants-1994_04
Patent number
US05304557

Reaction notes

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