Acetic Acid → Dimethyl benzylidenemalonate

HRID 1957756Notes

Reaction equation

HRID 1957756 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]([O:16][CH3:17])(=[O:15])[CH2:10][C:11]([O:13][CH3:14])=[O:12].N1CCCCC1.C(O)(=O)C>C1(C)C=CC=CC=1>[CH:1](=[C:10]([C:9]([O:16][CH3:17])=[O:15])[C:11]([O:13][CH3:14])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 240BenzaldehydeHCID 7943Dimethyl malonateHCID 8082Piperidine

Product 1

HCID 245906Dimethyl benzylidenemalonate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Into a one-liter three-necked conical flask are introduced in succession 60 g (565.39 mmol) of benzaldehyde, 77 g of dimethyl malonate (565.32 mmol), 3.85 g of piperidine (45.21 mmol), 130 ml of toluene and 2.71 g (45.16 mmol) of acetic acid.

Sources & evidence

ORD record
ord-05509b6652d0421fbe28aedc636ba8be
Source dataset
uspto-grants-1998_07
Patent number
US05786494

Reaction notes

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