Sodium hydride → 2-(3-(Benzyloxy)benzyl)-2-(3,3,3-trifluoropropyl)malononitrile

HRID 1743615Notes

Reaction equation

HRID 1743615 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:18]=[CH:19][CH:20]=1)[CH2:12][CH:13]([C:16]#[N:17])[C:14]#[N:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Br[CH2:24][CH2:25][C:26]([F:29])([F:28])[F:27]>CN(C)C=O>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:18]=[CH:19][CH:20]=1)[CH2:12][C:13]([CH2:24][CH2:25][C:26]([F:29])([F:28])[F:27])([C:16]#[N:17])[C:14]#[N:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 27251143-Bromo-1,1,1-trifluoropropaneHCID 22235026(3-Benzyloxybenzyl)malononitrile

Product 1

HCID 222349882-(3-(Benzyloxy)benzyl)-2-(3,3,3-trifluoropropyl)malononitrileYield 40.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.52 g of (3-benzyloxybenzyl)malononitrile, 5 ml of N,N-dimethylformamide, 0.12 g of sodium hydride (60% in oil), and 0.34 g of 1-bromo-3,3,3-trifluoropropane, and according to the process described in the Production Example 1, there was obtained 0.28 g of 2-(3-(benzyloxy)benzyl)-2-(3,3,3-trifluoropropyl)malononitrile (the present compound (88)).

Sources & evidence

ORD record
ord-98721d609f0f4b89add9873450cc276f
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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