4'-Methoxyacetophenone → HCID 54206619, compound

HRID 2232255Notes

Reaction equation

HRID 2232255 reaction equation
C(OP([CH2:9][C:10]#[N:11])(=O)OCC)C.[H-].[Na+].[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22](=O)[CH3:23])=[CH:18][CH:17]=1>COCCOC.C(OCC)C>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([CH3:23])=[CH:9][C:10]#[N:11])=[CH:18][CH:17]=1

Participants

6

Reactant 3

HCID 74764'-MethoxyacetophenoneHCID 24758Sodium hydrideHCID 75676Diethyl (cyanomethyl)phosphonate

Product 1

HCID 54206619HCID 54206619, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 80711,2-DimethoxyethaneSolvent2×

Procedure

Diethylcyanomethylphosphonate (85 g) is added dropwise to a stirred suspension of sodium hydride (19.2 g) in 1,2-dimethoxyethane (400 ml) under nitrogen. The solution is cooled in an ice bath and a solution of paramethoxyacetophenone (48 g) in 1,2-dimethoxyethane (80 ml) is added dropwise. The reaction mixture is stirred at RT for three hours and diluted with diethyl ether, washed, dried, filtered and evaporated in vacuo affording the desired product as a solid.

Workup

  1. temperatureThe solution is cooled in an ice bath
  2. washwashed
  3. customdried
  4. filtrationfiltered
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-c03771f675a14186a39b4fda50fd5d0c
Source dataset
uspto-grants-1988_11
Patent number
US04788187

Reaction notes

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