Ethanol → HCID 12388282, compound

HRID 2121091

Reaction equation

HRID 2121091 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=[O:9])=[CH:4][C:3]=1[N+:13]([O-])=O.C(O)C>[Pt]=S.C(OCC)(=O)C>[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])=[CH:4][C:3]=1[NH2:13]

Participants

5

Reactant 2

HCID 702EthanolHCID 6149193-(4-Chloro-3-nitrophenyl)acrylic acid

Product 1

HCID 12388282HCID 12388282, compoundYield 99.8%

Reagents, catalysts & solvents 2

HCID 82861Platinum sulfide (PtS)CatalystHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

A slurry of 4-chloro-3-nitrocinnamic acid (12.2 g, 53.2 mmol), ethyl alcohol (50 mL) and ethyl acetate (20 mL) was treated with 5% Platinum sulfide on carbon (0.6 g) and was placed in a Parr autoclave. The autoclave was placed under a hydrogen atmosphere and heated overnight at 50° C. After cooling to room temperature, the reaction mixture was filtered through celite, and was concentrated in vacuo to yield 10.6 g of 3-(4-chloro-3-aminophenyl)propionic acid.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe reaction mixture was filtered through celite
  3. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-cdfe74b4c4d9483d86cee73568f571cc
Source dataset
uspto-grants-2004_02
Patent number
US06693208B2

Linked notes

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