Acetic Acid → Diethyl 2-(1,3-benzodioxol-5-ylmethylene)malonate

HRID 1957757Notes

Reaction equation

HRID 1957757 reaction equation
[CH:1]1[C:6]([CH:7]=O)=[CH:5][C:4]2[O:9][CH2:10][O:11][C:3]=2[CH:2]=1.[C:12]([O:20][CH2:21][CH3:22])(=[O:19])[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].N1CCCCC1.C(O)(=O)C>C1(C)C=CC=CC=1>[CH:7](=[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:12]([O:20][CH2:21][CH3:22])=[O:19])[C:6]1[CH:1]=[CH:2][C:3]2[O:11][CH2:10][O:9][C:4]=2[CH:5]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7761Diethyl MalonateHCID 8082PiperidineHCID 8438Piperonal

Product 1

HCID 229795Diethyl 2-(1,3-benzodioxol-5-ylmethylene)malonate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Into a one-liter three-necked conical flask are introduced 50 g (333.04 mmol) of piperonal, 53.34 g (333.04 mmol) of diethyl malonate, 2.26 g (26.59 mmol) of piperidine, 110 ml of toluene and 1.6 g (26.66 mmol) of acetic acid.

Sources & evidence

ORD record
ord-674601ad52c240da8632f9bd4b192df9
Source dataset
uspto-grants-1998_07
Patent number
US05786494

Reaction notes

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