Methyl p-aminosalicylate → HCID 69593390, compound

HRID 1793635Notes

Reaction equation

HRID 1793635 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][C:5]=1[OH:11]>CC(O)=O>[C:3]([OH:12])(=[O:2])[CH3:4].[CH3:1][O:2][C:3]([CH:4]1[CH2:9][CH2:8][CH:7]([NH2:10])[CH2:6][CH:5]1[OH:11])=[O:12]

Participants

3

Reactant 1

HCID 77787Methyl p-aminosalicylate

Product 1

HCID 69593390HCID 69593390, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4-Amino-2-hydroxy-benzoic acid methyl ester (10 g) in 200 ml of HOAc was hydrogenated under 56 psi pressure at 60° C. for 42 h. The volatile was then removed. The residue was stirred in 50 ml of 4/1 of ether/EtOH and precipitate formed. Filtration gave 6.5 g of 4-amino-2-hydroxy-cyclohexanecarboxylic acid methyl ester acetic acid salt (m.p. 125.5–126.4° C.; M+: 173).

Workup

  1. customThe volatile was then removed
  2. customformed
  3. filtrationFiltration

Sources & evidence

ORD record
ord-fa821c7b1b7e410cb3219170c5f20484
Source dataset
uspto-grants-2006_07
Patent number
US07081531B2

Reaction notes

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