Hydrochloric Acid → Methyl 6-hydroxy-2-naphthoate

HRID 1925248Notes

Reaction equation

HRID 1925248 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([OH:14])=[O:13])[CH:6]=[CH:5]2.Cl.[CH3:16]O>>[CH3:16][O:13][C:12]([C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([OH:1])[CH:3]=2)[CH:8]=1)=[O:14]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 855576-Hydroxy-2-naphthoic acid

Product 1

HCID 390995Methyl 6-hydroxy-2-naphthoate

Procedure

Through a solution of 6-hydroxynaphthalene-2-carboxylic acid (4.87 g, 26 mmol, Aldrich) in MeOH (100 mL, Aldrich) was bubbled HCl gas for 1 h. The resulting mixture was stirred for 10 h at RT. The solution was concentrated in vacuo to give the title compound as a pink powder. MS (ESI, pos. ion) m/z: 203 (M+1). Mass Calc'd for C12H10O3: 202.06.

Workup

  1. concentrationThe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-413f0073e6714285b4d343b0e5365de8
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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