3-(2-Nitrophenyl)acrylic acid → Hydrocarbostyril

HRID 1649731Notes

Reaction equation

HRID 1649731 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=1[CH:6]=[CH:7][C:8](O)=[O:9])([O-])=O>C(O)C.[Pd]>[NH:1]1[C:4]2[C:5](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:6][CH2:7][C:8]1=[O:9]

Participants

4

Reactant 1

HCID 928203-(2-Nitrophenyl)acrylic acid

Product 1

HCID 64796Hydrocarbostyril

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 25 g of o-nitrocinnamic acid in 250 ml of ethanol was shaken with 2.5 g of 10% palladium on carbon under hydrogen at a pressure of 3 atmospheres. When the theoretical amount of hydrogen had been absorbed the catalyst was filtered off, washed with hot ethanol and the filtrate evaporated under reduced pressure to give 3,4-dihydrocarbostyril, m.p. 168°-169° C.

Workup

  1. customWhen the theoretical amount of hydrogen had been absorbed the catalyst
  2. filtrationwas filtered off
  3. washwashed with hot ethanol
  4. customthe filtrate evaporated under reduced pressure

Sources & evidence

ORD record
ord-50a6d2a2959d46779d270b496926339e
Source dataset
uspto-grants-1990_05
Patent number
US04921862

Reaction notes

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