2-(3-Nitro-4-hydroxyphenyl)propionic acid → HCID 12202637, compound

HRID 1659617Notes

Reaction equation

HRID 1659617 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]([CH3:15])[C:12]([OH:14])=[O:13])[CH:7]=[CH:8][C:9]=1[OH:10])([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:11]([CH3:15])[C:12]([OH:14])=[O:13])[CH:7]=[CH:8][C:9]=1[OH:10]

Participants

4

Reactant 1

HCID 128726092-(3-Nitro-4-hydroxyphenyl)propionic acid

Product 1

HCID 12202637HCID 12202637, compoundYield 95.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

30 grams of 3-nitro-4-hydroxyphenyl-α-methylacetic acid are dissolved in 500 ml of anhydrous ethanol, 1.5 g of 5% Pd on carbon are added, and hydrogenation is carried out at atmospheric pressure and ambient temperature. The catalyst is filtered off and the filtrate concentrated to a small volume. This is filtered, and crystallised from methanol. 24.5 g of raceme 3-amino-4-hydroxyphenyl-α-methylacetic acid are obtained, with a yield of 95%.

Workup

  1. customis carried out at atmospheric pressure and ambient temperature
  2. filtrationThe catalyst is filtered off
  3. concentrationthe filtrate concentrated to a small volume
  4. filtrationThis is filtered
  5. customcrystallised from methanol

Sources & evidence

ORD record
ord-5b1979a1787549968e8c4a3be109f9f0
Source dataset
uspto-grants-1981_12
Patent number
US04304918

Reaction notes

Loading…