HCID 12353591, compound → Trepibutone

HRID 267597

Reaction equation

HRID 267597 reaction equation
[CH2:1]([O:3][C:4]1[CH:16]=[C:15]([O:17][CH2:18][CH3:19])[C:14]([O:20][CH2:21][CH3:22])=[CH:13][C:5]=1[C:6](/[CH:8]=[CH:9]/[C:10]([OH:12])=[O:11])=[O:7])[CH3:2]>[Pd].CO>[CH2:1]([O:3][C:4]1[CH:16]=[C:15]([O:17][CH2:18][CH3:19])[C:14]([O:20][CH2:21][CH3:22])=[CH:13][C:5]=1[C:6]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[O:7])[CH3:2]

Participants

4

Reactant 1

HCID 12353591HCID 12353591, compound

Product 1

HCID 5536Trepibutone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1.0 part by weight of 3-(2',4',5'-triethoxybenzoyl)-trans-acrylic acid, 50 parts by volume of methanol and 0.2 part by weight of 5% palladium-charcoal is subjected to catalytic reduction at 25°C under atmospheric pressure for 1 hour. After removal of the catalyst by filtration, the filtrate is evaporated and the residue is recrystallized from aqueous ethanol to give 0.85 part by weight of 3-(2',4',5'-triethoxybenzoyl)-propionic acid as pale yellow needles melting at 150°-151°C.

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. customthe filtrate is evaporated
  4. customthe residue is recrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-3a6b6ec22a71468d9a4d5454d9190e36
Source dataset
uspto-grants-1976_03
Patent number
US03943169

Linked notes

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