Ethanol → (3-Benzyloxybenzyl)malononitrile

HRID 749617Notes

Reaction equation

HRID 749617 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17](#[N:21])[CH2:18][C:19]#[N:20].C(O)C.[BH4-].[Na+]>O>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH2:12][CH:18]([C:17]#[N:21])[C:19]#[N:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 8010MalononitrileHCID 743423-BenzyloxybenzaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 22235026(3-Benzyloxybenzyl)malononitrileYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Using 1.06 g of 3-(benzyloxy)benzaldehyde, 0.33 g of malononitrile, 8 ml of ethanol, 1.5 ml of water and 57 mg of sodium borohydride, and according to the process described in the Reference Production Example 19, there was obtained 1.20 g of (3-(benzyloxy)benzyl)malononitrile (the intermediate (31)).

Sources & evidence

ORD record
ord-cbaf9a83b2f248aeb820e1aab09aae9f
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Reaction notes

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