Methylamine → N-Methyl-2-(naphthalen-2-yl)acetamide

Reaction equation

C([O:3][C:4](=O)[CH2:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=1)C.[CH3:17][NH2:18]>>[CH3:17][NH:18][C:4](=[O:3])[CH2:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=1

Participants

Reactant 2

HCID 6329Methylamine

HCID 256821Ethyl 2-naphthylacetate

Product 1

HCID 13501064N-Methyl-2-(naphthalen-2-yl)acetamide

Procedure

A mixture of naphthalen-2-yl-acetic acid ethyl ester (42.8 g, 200 mmol) and 64 mL of methylamine (40 wt % in H2O) were stirred at room temperature overnight. Then the white precipitate was filtered off and washed with water. After drying in vacuum the title compound was obtained as a white solid. MS (ES+): 226 (M+H)+.

Workup

filtrationThen the white precipitate was filtered off
washwashed with water
dry with materialAfter drying in vacuum the title compound
customwas obtained as a white solid

Sources & evidence

ORD record: ord-34a9a8e5aed2438f8ffd075b5dd84221
Source dataset: uspto-grants-2006_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07026326B2

Reaction notes

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