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

HRID 2227032Notes

Reaction equation

N1CCCCC1.C(O)=O.CC1(C)[O:18][C:16](=[O:17])[CH2:15][C:13](=O)O1.C(=O)[C:21]1[CH:30]=[CH:29][C:26]([O:27][CH3:28])=[C:23]([O:24][CH3:25])[CH:22]=1>>[CH3:25][O:24][C:23]1[CH:22]=[C:21]([CH2:13][CH2:15][C:16]([OH:18])=[O:17])[CH:30]=[CH:29][C:26]=1[O:27][CH3:28]

Participants

Reactant 4

HCID 284Formic Acid

HCID 8082Piperidine

HCID 8419Veratraldehyde

HCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

Product 1

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

Procedure

After dropping 20.4 g (23.7 ml, 0.24 mol) of piperidine to 27.6 g (22.6 ml, 0.6 mol) of formic acid under stirring and cooling, 7.2 g (0.05 mol) of Meldrum's acid and 8.3 g (0.05 mol) of veratraldehyde were added to the above mixture, then the procedure of Example 35 was followed.

Workup

temperaturecooling

Sources & evidence

ORD record: ord-8538bbcf5f424136b4d150aefea2b7ec
Source dataset: uspto-grants-1994_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05350872

Reaction notes

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