Hydrochloric Acid → HCID 178525250, compound

HRID 589372Notes

Reaction equation

HRID 589372 reaction equation
[NH2:1][CH:2]([C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:8]=1[N+:14]([O-])=O)[CH2:3][C:4]([OH:6])=[O:5].Cl>[OH-].[Na+].O.NN.[Ni]>[F:13][C:11]1[CH:12]=[C:7]2[C:8](=[CH:9][CH:10]=1)[NH:14][N:1]=[C:2]2[CH2:3][C:4]([OH:6])=[O:5]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 89590308β-Amino-5-fluoro-2-nitrobenzenepropanoic acid

Product 1

HCID 178525250HCID 178525250, compoundYield 8.6%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 14798Sodium HydroxideSolventHCID 24654Hydrazine hydrate (1:1)Solvent

Conditions

Temperature
80 °C

Procedure

3-Amino-3-(5-fluoro-2-nitrophenyl)propionic acid (15.32 g, 67.1 mmol) was dissolved in a mixed solution of 5% sodium hydroxide solution (80 mL) and 85% hydrazine hydrate (5 mL). The reaction was heated to 80° C., and then Raney nickel (2×25 mg) was added carefully. After reacted for half an hour, it was cooled, and adjusted to pH=2 with 6 N hydrochloric acid. A solid precipitated, pumping filtered, dried in vacuum to obtain a yellow solid 1.12 g, at a yield of 8.6%.

Workup

  1. customAfter reacted for half an hour
  2. temperatureit was cooled
  3. customA solid precipitated
  4. filtrationpumping filtered
  5. customdried in vacuum

Sources & evidence

ORD record
ord-3c4048d0817142c18cafd90a0b17458c
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

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