Acetic Acid → Diethyl (phenylmethylene)malonate

HRID 596940Notes

Reaction equation

HRID 596940 reaction equation
[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[C:12](O)(=O)[CH3:13].N1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.O>C1C=CC=CC=1>[CH2:10]([O:9][C:1](=[O:8])[C:2](=[CH:17][C:18]1[CH:13]=[CH:12][CH:21]=[CH:20][CH:19]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH3:11]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 7761Diethyl MalonateHCID 8082Piperidine

Product 1

HCID 94751Diethyl (phenylmethylene)malonate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

One mole of a correspondingly substituted benzaldehyde is heated on a water trap with 160 g. (1 mole) of diethyl malonate, 30 ml. of glacial acetic acid, and 3 ml. of piperidine in 1 liter of benzene until 1 mole of water has been split off. The benzenic solution is worked up as usual.

Sources & evidence

ORD record
ord-e45bc7ff8ae042d893400fb4a4826bca
Source dataset
uspto-grants-1977_03
Patent number
US04012495

Reaction notes

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