3-(1,3-Benzodioxol-5-yl)prop-2-enoic acid → 3-(Benzodioxol-5-yl)propionic acid

HRID 1244516Notes

Reaction equation

HRID 1244516 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=[CH:11][C:12]([OH:14])=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1.[H][H].O1C2C=CC(CCC(N3CCCCC3)=O)=CC=2OC1>C(O)C.[Pd]>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

6

Reactant 3

HCID 169173-(1,3-Benzodioxol-5-yl)prop-2-enoic acidHCID 9965088HCID 9965088, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 648103-(Benzodioxol-5-yl)propionic acidYield 82.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-benzo-1,3-dioxol-5-ylacrylic acid (2 g) was hydrogenated in ethanol (50 ml) over 5% Pd-C under a pressure of hydrogen at 10 psi for 40 mins to give 3-benzo-1,3-dioxol-5-ylpropionic acid (1.67 g, 80% yield) as a solid, m.p. 86.1°-88.3° C. (Lit m.p. 87-88° C.)10 7.2 Synthesis of 3-benzo-1,3-dioxol-5-ylpropionic acid piperidide (RV-C03)

Workup

  1. customto give

Sources & evidence

ORD record
ord-fc0143009b56424abd91a4c0528d0381
Source dataset
uspto-grants-2006_10
Patent number
US07122561B2

Reaction notes

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