Tetrahydrofuran → 2-(2,4-Dichlorobenzyl)malononitrile

HRID 749605

Reaction equation

HRID 749605 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:3]=1[CH:4]=[C:5]([C:8]#[N:9])[C:6]#[N:7].O1CCCC1.[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:3]=1[CH2:4][CH:5]([C:6]#[N:7])[C:8]#[N:9]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 180892,4-DichlorobenzylidenemalononitrileHCID 4311764Sodium borohydride

Product 1

HCID 27641432-(2,4-Dichlorobenzyl)malononitrileYield 69%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using 4.46 g of (2,4-dichlorobenzylidene)malononitrile, 20 ml of tetrahydrofuran, and a suspension of 0.19 g of sodium borohydride in 5 ml of ethanol, and according to the process described in Reference Production Example 8, there was obtained 3.10 g of (2,4-dichlorobenzyl)malononitrile (the intermediate (13)).

Sources & evidence

ORD record
ord-7b76ed23bc784220a158178cd72a30af
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Linked notes

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