Hydrochloric Acid → Hydrochloric Acid

HRID 473768Notes

Reaction equation

HRID 473768 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[C:18]([CH3:26])[CH:17]=2)=[CH:10][CH:9]=1)(C)(C)C.[ClH:28].C(OCC)C>C(OCC)(=O)C.O1CCOCC1>[CH3:26][C:18]1[CH:17]=[C:16]([CH2:15][O:14][C:11]2[CH:10]=[CH:9][C:8]([NH2:7])=[CH:13][CH:12]=2)[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=1.[ClH:28]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 57562794[4-(2-Methylquinolin-4-ylmethoxy)phenyl]carbamic acid tert-butyl ester

Product 2

HCID 313Hydrochloric AcidHCID 223927834-((2-Methylquinolin-4-yl)methoxy)aniline

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of compound [4-(2-methylquinolin-4-ylmethoxy)phenyl]carbamic acid tert-butyl ester (1.5 g) in ethyl acetate (5 mL) was added 4 N HCl in dioxane (20 mL) and the mixture was stirred at room temperature for 3 h. Ethyl ether was added and the precipitate was filtered and washed with ethyl ether to provide 4-(2-methylquinolin-4-ylmethoxy)phenylamine as an HCl salt (1.3 g). ESI (M+H)+ 265.0.

Workup

  1. filtrationthe precipitate was filtered
  2. washwashed with ethyl ether

Sources & evidence

ORD record
ord-ebbfa0e442554019861956a2846985b0
Source dataset
uspto-grants-2014_01
Patent number
US08637497B2

Reaction notes

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