Acetic Acid → HCID 87998584, compound

HRID 965784Notes

Reaction equation

HRID 965784 reaction equation
[OH:1][C:2]1[CH:9]=[C:8]([OH:10])[C:7]([O:11][CH3:12])=[CH:6][C:3]=1[CH:4]=O.[C:13](OCC)(=[O:20])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].C(O)(=O)C>CN(C=O)C.N1CCCCC1>[CH2:18]([O:17][C:15]([C:14]1[C:13](=[O:20])[O:1][C:2]2[C:3]([CH:4]=1)=[CH:6][C:7]([O:11][CH3:12])=[C:8]([OH:10])[CH:9]=2)=[O:16])[CH3:19]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 7761Diethyl MalonateHCID 111945542,4-Dihydroxy-5-methoxybenzaldehyde

Product 1

HCID 87998584HCID 87998584, compound

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 6228DimethylformamideSolvent

Procedure

A mixture of 2,4-dihydroxy-5-methoxybenzaldehyde (1.68 g) and diethyl malonate (1.76 g) in DMF (5 ml) was treated with a few drops of piperidine and acetic acid and kept at 80-95° C. overnight. The reaction mixture was poured into ice water, acidified and filtered. Yield: 2.2. g.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-0fecf0222aee45e79534a033c67418d6
Source dataset
uspto-grants-2005_10
Patent number
US06951870B2

Reaction notes

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