Benzaldehyde → HCID 66747570, compound

HRID 591199Notes

Reaction equation

HRID 591199 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][C:3]=1[O:11][CH3:12].[O-]CC.[Na+].[CH:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CCO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[CH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:9]#[N:10])=[CH:4][C:3]=1[O:11][CH3:12]

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 2723922Sodium ethoxideHCID 17989296(4-Fluoro-3-methoxyphenyl)acetonitrile

Product 1

HCID 66747570HCID 66747570, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 4-fluoro-3-methoxyphenylacetonitrile (10.8 g, 65.4 mmol) in 200 ml EtOH was added a sodium ethoxide 21% solution in EtOH (26.9 ml, 71.9 mmol). Benzaldehyde was added (6.64 ml, 65.4 mmol) and stirred at room temperature over night. The white precipitate was filtered and washed with diethylether and dried to obtain 14.23 g of pale yellow crystals (86%).

Workup

  1. filtrationThe white precipitate was filtered
  2. washwashed with diethylether
  3. customdried

Sources & evidence

ORD record
ord-3abf3dc7e3dc49ccb53e40719147d63f
Source dataset
uspto-grants-2016_01
Patent number
US09238619B2

Reaction notes

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