2-METHYLAMINO-1-PHENYL-ETHANONE HYDROCHLORIDE synthesis

5synthesis methods

Product Name:2-METHYLAMINO-1-PHENYL-ETHANONE HYDROCHLORIDE
CAS Number:23826-47-3
Molecular formula:C9H11NO.ClH
Molecular Weight:185.653

N-methyl-N-(2-oxo-2-phenylethyl)carbamic acid 1,1-dimethylethyl ester

77184-10-2
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2-METHYLAMINO-1-PHENYL-ETHANONE HYDROCHLORIDE

23826-47-3
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Yield:23826-47-3 91%

Reaction Conditions:

with methanol;acetyl chloride for 1 h;

Steps:

5 2-(Methylamino)-1-phenylethan-1-one. HCl (3a)

General procedure: To a stirring solution of anhydrous MeOH (35 mL) in a 100 mL Erlenmeyer flask was added acetyl chloride (3.5 mL, 50.16 mmol) dropwise. After 10 minutes, the resulting methanolic hydrogen chloride solution was added to a 50 mL round bottom flask containing 2a (2.43 g, 10.03 mmol). After 1 h, the solvent was removed under reduced pressure yielding a fine white powder (1.69 g, 91%), which was used without further purification. 1H NMR (CD₃OD, 500 MHz): δ 8.07-8.04 (m, 1H), 7.73 (t, J= 7.5 Hz, 1H), 7.59 (t, J = 7.5 Hz, 2H), 4.79 (s, 2H), 2.85 (s, 3H). ¹³C NMR (CD3OD, 125 MHz): δ 191.5, 134.5, 133.5, 128.8, 127.9, 54.0, 32.2 ppm. IR (thin film) 2945, 2911, 2808, 2756, 2434, 1690, 1597, 1574, 1472, 1449, 1424, 1373, 1242, 1013, 940, 884, 764 cm^"1. HRMS (ESI-TOF) m/z: [M + H]+ Calcd for C9H12NO 150.0919; Found 150.0919.

References:

WO2018/184019,2018,A1 Location in patent:Paragraph 0189