2-(4-ACETYLPHENOXY)-N,N-DIMETHYLACETAMIDE synthesis
- Product Name:2-(4-ACETYLPHENOXY)-N,N-DIMETHYLACETAMIDE
- CAS Number:731821-83-3
- Molecular formula:C12H15NO3
- Molecular Weight:221.25
51828-69-4
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Yield:731821-83-3 24%
Reaction Conditions:
in tetrahydrofuran;methanol at 20; for 18 h;
Steps:
2-(4-Acetylphenoxy)-N,N-dimethylacetamide (13)
To a methanol (MeOH) solution (40 mL) of12(1.00 g, 4.50 mmol) was added dimethylamine (2.0 M in THF) (2.70 mL, 5.40 mmol). The reaction mixture was stirred for 18 h at room temperature. The reaction mixture was concentrated in vacuo. The residue was purified by column chromatography on SiO2(EtOAc/n-Hexane 3/1)to give13as a white solid (0.24 g, 24%).Rf= 0.20 (EtOAc/n-Hexane 3/1); mp: 111.0-113.0oC;1H NMR (400 MHz, DMSO-d6)δ7.98 (d,J= 8.9 Hz, 2 ArH), 7.92-7.94 (m, 2 ArH), 4.77 (s, OCH2), 3.09 (s, NCH3), 2.99 (s, NCH3), 2.55 (s, COCH3);13C NMR (100 MHz, CDCl3)δ196.6, 167.0, 161.8, 131.0, 130.5, 114.4, 67.0, 36.4, 35.6, 26.3.
References:
Kim, Hyeon Jeong;Jang, Bo Ko;Park, Jong-Hyun;Choi, Ji Won;Park, Sun Jun;Byeon, Seong Rim;Pae, Ae Nim;Lee, Yong Sup;Cheong, Eunji;Park, Ki Duk [European Journal of Medicinal Chemistry,2020,vol. 185,art. no. 111777] Location in patent:supporting information
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