Dimethylformamide → HCID 20482362, compound

HRID 648188Notes

Reaction equation

HRID 648188 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)C(N)=O.[H-].[Na+].[H][H].Br[CH2:16][C:17]([O:21][CH3:22])([O:19][CH3:20])[CH3:18].[CH3:23][N:24]([CH3:27])[CH:25]=[O:26]>O>[CH3:20][O:19][C:17]([O:21][CH3:22])([CH3:18])[CH2:16][O:1][C:2]1[CH:10]=[C:9]([CH:8]=[CH:4][CH:3]=1)[C:25]([N:24]([CH3:27])[CH3:23])=[O:26]

Participants

7

Reactant 5

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 671751-Bromo-2,2-dimethoxypropaneHCID 3424033-HydroxybenzamideHCID 178418361HCID 178418361, compound

Product 1

HCID 20482362HCID 20482362, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-Hydroxybenzamide can be added to a stirred suspension of sodium hydride (1.0 g 50% in nujol, 20 mmol) in 20 ml of dry N,N-dimethylformamide under N2. The mixture can then be stirred until hydrogen evolution ceases and then treated with 1-bromo-2,2-dimethoxy propane at room temperature. After refluxing 10 hours, the mixture can be diluted with water to obtain the title compound.

Workup

  1. temperatureAfter refluxing 10 hours

Sources & evidence

ORD record
ord-8e74bff1d75947d2be048beaa22693cb
Source dataset
uspto-grants-1983_10
Patent number
US04411899

Reaction notes

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