Acetic Acid → Diethyl (phenylmethylene)malonate

HRID 1957755Notes

Reaction equation

HRID 1957755 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]([O:17][CH2:18][CH3:19])(=[O:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].N1CCCCC1.C(O)(=O)C>C1(C)C=CC=CC=1>[CH:1](=[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:9]([O:17][CH2:18][CH3:19])=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 240BenzaldehydeHCID 7761Diethyl MalonateHCID 8082Piperidine

Product 1

HCID 94751Diethyl (phenylmethylene)malonate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Into a one-liter three-necked conical flask are introduced 60 g (565.39 mmol) of benzaldehyde, 90.56 g (565.39 mmol) of diethyl malonate, 3.85 g (45.21 mmol) of piperidine, 130 ml of toluene and 2.71 g (45.16 mmol) of acetic acid.

Sources & evidence

ORD record
ord-557c147e4bd943c7be0323afb12c0a57
Source dataset
uspto-grants-1998_07
Patent number
US05786494

Reaction notes

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