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

HRID 36418Notes

Reaction equation

HRID 36418 reaction equation
C(O)=O.C(N(CC)CC)C.CC1(C)[O:19][C:17](=[O:18])[CH2:16][C:14](=O)O1.C(=O)[C:22]1[CH:31]=[CH:30][C:27]([O:28][CH3:29])=[C:24]([O:25][CH3:26])[CH:23]=1>CN(C)C=O>[CH3:26][O:25][C:24]1[CH:23]=[C:22]([CH2:14][CH2:16][C:17]([OH:19])=[O:18])[CH:31]=[CH:30][C:27]=1[O:28][CH3:29]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 8419VeratraldehydeHCID 8471TriethylamineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

Product 1

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

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

After adding 6.25 ml of the mixture of formic acid and triethylamine prepared as described in Example 1 to 15 ml of dimethylformamide, 3.60 g (0.025 mol) of Meldrum's acid and 4.15 g (0.025 mol) of veratraldehyde were added to the above mixture, which was then heated to 110° C. during 1 hour and reacted at the same temperature for 3 hours. The product was separated from the reaction mixture by the method as described in Example 1.

Workup

  1. customprepared
  2. additionwere added to the above mixture, which
  3. customreacted at the same temperature for 3 hours
  4. customThe product was separated from the reaction mixture by the method

Sources & evidence

ORD record
ord-6dfac6759d594d15bcec85e3f8df26e5
Source dataset
uspto-grants-1995_05
Patent number
US05414108

Reaction notes

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