Malonic Acid → HCID 54267236, compound

HRID 256143Notes

Reaction equation

HRID 256143 reaction equation
[C:1]1([CH:9]=[CH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][C:4]([CH:7]=O)=[CH:3][CH:2]=1.C(O)(=O)[CH2:18][C:19]([OH:21])=[O:20].N1C=CC=CC=1.N1CCCCC1>O>[CH:9]([C:1]1[CH:6]=[CH:5][C:4]([CH:7]=[CH:18][C:19]([OH:21])=[O:20])=[CH:3][CH:2]=1)=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 867Malonic AcidHCID 1049PyridineHCID 8082PiperidineHCID 141711HCID 141711, compound

Product 1

HCID 54267236HCID 54267236, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 9.4 g of stilbene-4-aldehyde thus-obtained, 10.6 g of malonic acid, 30 ml of pyridine and 3 ml of piperidine was reacted on a steam bath at 100° C. for 4 hours. After the completion of the reaction, the mixture was poured into an exess amount of water and the precipitate thus-obtained was collected and recrystallized from acetic acid to obtain 11.0 g of p-styryl cinnamic acid.

Workup

  1. customthus-obtained
  2. customAfter the completion of the reaction
  3. customthe precipitate thus-obtained
  4. customwas collected
  5. customrecrystallized from acetic acid

Sources & evidence

ORD record
ord-9e6fc2ee216f4a438c28a5a646c6f074
Source dataset
uspto-grants-1987_10
Patent number
US04701399

Reaction notes

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