Hydrochloric Acid → Methyl 3-(4-aminobutoxy)-1-hydroxy-2-naphthoate

HRID 488682

Reaction equation

HRID 488682 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1[C:15]([C:28]([O:30][CH3:31])=[O:29])=[C:16]([O:24]COC)[C:17]2[C:22]([CH:23]=1)=[CH:21][CH:20]=[CH:19][CH:18]=2)=O)(C)(C)C.Cl>O1CCOCC1>[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1[C:15]([C:28]([O:30][CH3:31])=[O:29])=[C:16]([OH:24])[C:17]2[C:22]([CH:23]=1)=[CH:21][CH:20]=[CH:19][CH:18]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22271972Methyl 3-{4-[(tert-butoxycarbonyl)amino]butoxy}-1-(methoxymethoxy)-2-naphthoate

Product 1

HCID 22271969Methyl 3-(4-aminobutoxy)-1-hydroxy-2-naphthoateYield 102.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a mixture of methyl 3-{4-[(tert-butoxycarbonyl)amino]butoxy}-1-(methoxymethoxy)-2-naphthoate (28 mg, 0.064 mmol) was added 4M HCl in dioxane (1 mL). The mixture was stirred at ambient temperature for 30 minutes, concentrated under reduced pressure to provide the titled compound (19 mg, 100%) as its hydrochloride salt.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5eae51615e85413895203e397774bdcf
Source dataset
uspto-grants-2005_12
Patent number
US06972340B2

Linked notes

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