Hydrochloric Acid → 3',4'-Dimethoxycinnamic acid

HRID 1881159Notes

Reaction equation

HRID 1881159 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=O.C(O)(=O)[CH2:14][C:15]([OH:17])=[O:16].N1CCCCC1.Cl>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:6]=[CH:14][C:15]([OH:17])=[O:16])[CH:8]=[CH:9][C:10]=1[O:11][CH3:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 8082PiperidineHCID 8419Veratraldehyde

Product 1

HCID 168483',4'-Dimethoxycinnamic acid

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3,4-Dimethoxybenzaldehyde (5 g), malonic acid (4.7 g), piperidine (0.5 ml) and pyridine (15 ml) were refluxed for six hours. The reaction mixture was poured into ice-cold water and acidified with 6M hydrochloric acid. The resultant solid was filtered, washed with water and dried under vacuum.

Workup

  1. additionThe reaction mixture was poured into ice-cold water
  2. filtrationThe resultant solid was filtered
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-8f96b1a6799c446d99eda31c168e4e68
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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