HCID 70609976, compound → HCID 70637287, compound

HRID 597286Notes

Reaction equation

HRID 597286 reaction equation
[C:1]1([C:7]2[CH:15]=[C:11]3[CH:12]=[CH:13][CH:14]=[C:10]3[O:9][C:8]=2[CH2:16][C:17]([OH:19])=[O:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>[Pd].C(O)C>[C:1]1([CH:7]2[CH:15]=[C:11]3[CH:12]=[CH:13][CH:14]=[C:10]3[O:9][CH:8]2[CH2:16][C:17]([OH:19])=[O:18])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 70609976HCID 70609976, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70637287HCID 70637287, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-Phenyl-7-benzofuranacetic acid (2.5 g., 0.01 mole) is reduced with hydrogen gas using palladium on charcoal as catalyst and ethanol as solvent in a Brown hydrogenator. After the absorption of hydrogen stops, the reaction mixture is filtered, then the filtrate is evaporated in vacuo to a white solid. Recrystallization from a benzene-hexane mixture gives white crystals of 2,3-dihydro-3-phenyl-7-benzofuranacetic acid, m.p. 110.5°-111.5° C.

Workup

  1. customAfter the absorption of hydrogen
  2. filtrationthe reaction mixture is filtered
  3. customthe filtrate is evaporated in vacuo to a white solid
  4. customRecrystallization from a benzene-hexane mixture

Sources & evidence

ORD record
ord-b1eced47cc594007977107f03ae61a7f
Source dataset
uspto-grants-1977_03
Patent number
US04013692

Reaction notes

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