Hydrochloric Acid → 1,5-Dihydroxy-naphthlene-2-carboxylic acid

Reaction equation

[OH:1][C:2]1[C:11]2[C:6](=[C:7]([OH:12])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.[C:13](=O)([O-:16])[O:14]C.[Mg+2].COC(=O)[O-].Cl>>[OH:1][C:2]1[C:11]2[C:6](=[C:7]([OH:12])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:13]([OH:16])=[O:14]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 67491,5-Dihydroxynaphthalene

HCID 167017Carbonic acid, monomethyl ester, magnesium salt (2:1)

Product 1

HCID 538727221,5-Dihydroxy-naphthlene-2-carboxylic acid

Procedure

1,5-dihydroxy-naphthalene (5.04 g, 31.4 mmol) and magnesium methyl carbonate (2 M in DMF, 34.0 mL), 273 g of ice, 2M HCl (85.0 mL)

Sources & evidence

ORD record: ord-b03867c2626c4250b3fa9494be52330d
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08822515B2

Reaction notes

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