Benzene → HCID 54307759, compound

HRID 861400Notes

Reaction equation

HRID 861400 reaction equation
[C:1]([C:4]1[C:5]([CH3:10])=[N:6][CH:7]=[N:8][CH:9]=1)(=[O:3])[CH3:2].C1C=CC=CC=1.C(O[CH:22](N(C)C)[N:23]([CH3:25])[CH3:24])(C)(C)C>CN(C=O)C>[CH3:22][N:23]([CH3:25])[CH:24]=[CH:2][C:1]([C:4]1[C:5]([CH3:10])=[N:6][CH:7]=[N:8][CH:9]=1)=[O:3]

Participants

5

Reactant 3

HCID 241BenzeneHCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 131474501-(4-Methyl-5-pyrimidinyl)ethanone

Product 1

HCID 54307759HCID 54307759, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 28.2 g of 5-acetyl-4-methylpyrimidine in 250 ml of a chilled 1:1 mixture of benzene and DMF was added 33.6 g of tert-butoxy-bis(dimethylamino)methane dropwise. The solution was stirred overnight at room temperature. The solvents were evaporated in vacuo to yield 36.2 g of 3-dimethylamino-1-(4-methylpyrimidin-5-yl)-2-propen-1-one as a brick-red solid.

Workup

  1. customThe solvents were evaporated in vacuo

Sources & evidence

ORD record
ord-cd2d60766ba0489eb9c630e559751cb0
Source dataset
uspto-grants-1998_02
Patent number
US05714438

Reaction notes

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