Formic Acid → 3-(3,4-Dimethoxyphenyl)propionic acid

HRID 2227030Notes

Reaction equation

HRID 2227030 reaction equation
C(N1CCCCC1)C.C(O)=O.CC1(C)[O:20][C:18](=[O:19])[CH2:17][C:15](=O)O1.C(=O)[C:23]1[CH:32]=[CH:31][C:28]([O:29][CH3:30])=[C:25]([O:26][CH3:27])[CH:24]=1>>[CH3:27][O:26][C:25]1[CH:24]=[C:23]([CH2:15][CH2:17][C:18]([OH:20])=[O:19])[CH:32]=[CH:31][C:28]=1[O:29][CH3:30]

Participants

5

Reactant 4

HCID 284Formic AcidHCID 8419VeratraldehydeHCID 13007N-EthylpiperidineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

Product 1

HCID 750193-(3,4-Dimethoxyphenyl)propionic acid

Conditions

Temperature
95 °C

Procedure

After dropwise adding 27.2 g (33.1 ml, 0.24 mol) of 1-ethylpiperidine to 27.6 g (22.6 ml, 0.6 mol) of formic acid under stirring, 7.2 g (0.05 mol) of Meldrum's acid and 8.3 g (0.05 mol) of veratraldehyde were added to the solution which was then heated to 95° C. during 1 hour and reacted at the same temperature for 2 hours. Subsequently the method of Example 1 was followed.

Workup

  1. customreacted at the same temperature for 2 hours

Sources & evidence

ORD record
ord-e14be3e78a674cd08e10bbc07fe202f9
Source dataset
uspto-grants-1994_09
Patent number
US05350872

Reaction notes

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