Hydrochloric Acid → HCID 67286541, compound

HRID 75019

Reaction equation

HRID 75019 reaction equation
[OH:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl>O=[Pt]=O>[NH2:11][CH:10]1[CH2:9][CH2:8][CH2:7][CH:3]([C:4]([OH:6])=[O:5])[CH:2]1[OH:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68073-Nitrosalicylic acid

Product 1

HCID 67286541HCID 67286541, compound

Reagents, catalysts & solvents 1

HCID 345198Adams' catalystCatalyst

Procedure

2-Hydroxy-3-nitro-benzoic acid (5.0 g, 27.3 mmol) was mixed with HCl (125 mL of 0.5 M, 62.5 mmol) and dioxoplatinum (1.0 g, 4.4 mmol) in a hydrogenation bottle. The mixture was placed on a Parr shaker (50 psi H2) for 24 hours. The catalyst was filtered and washed with hot H2O. The filtrate was evaporated to provide 3-amino-2-hydroxy-cyclohexanecarboxylic acid as a mixture of stereoisomers which was utilized to the next step without further purification.

Workup

  1. filtrationThe catalyst was filtered
  2. washwashed with hot H2O
  3. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-fe8427b0b8d8469c82886b32f6cd2244
Source dataset
uspto-grants-2014_09
Patent number
US08829007B2

Linked notes

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