HCID 13923414, compound → HCID 20138670, compound

HRID 1253107Notes

Reaction equation

HRID 1253107 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[C:14]2[O:18][CH2:17][O:16][C:15]=12)[C:6]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[O:7]>CO.[Pd]>[OH:7][CH:6]([C:5]1[CH:13]=[C:14]2[O:18][CH2:17][O:16][C:15]2=[C:3]([O:2][CH3:1])[CH:4]=1)[CH2:8][C:9]([O:11][CH3:12])=[O:10]

Participants

4

Reactant 1

HCID 13923414HCID 13923414, compound

Product 1

HCID 20138670HCID 20138670, compoundYield 100.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

200 mg of methyl 3-methoxy-4,5-methylenedioxybenzoylacetate (10) was suspended together with 20 mg of 5% Pd/C in 5 ml of methanol and subjected to hydrogenation at normal temperature and pressure. After the absorption of a predetermined amount of hydrogen was ascertained, the reaction mixture was filtered to remove the catalyst and then washed with methanol. On concentrating the filtrate, there was obtained 202 mg of methyl 3-hydroxy-3-(3-methoxy-4,5-methylenedioxyphenyl)propionate (11) as an oil with a quantitative yield.

Workup

  1. customAfter the absorption of a predetermined amount of hydrogen
  2. filtrationthe reaction mixture was filtered
  3. customto remove the catalyst
  4. washwashed with methanol
  5. concentrationOn concentrating the filtrate

Sources & evidence

ORD record
ord-5259d1e2f06e4ec3951cebaab1cda7a6
Source dataset
uspto-grants-1988_05
Patent number
US04746747

Reaction notes

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