4'-Methoxyacetophenone → HCID 54206619, compound

HRID 980810Notes

Reaction equation

HRID 980810 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-bdd8f545c8db4b82874ad0673d377d77
Source dataset
uspto-grants-1987_01
Patent number
US04639442

Reaction notes

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