3,3-dimethyl-1-[(1R)-1-phenylethyl]pyrrolidine-2,4-dione synthesis
- Product Name:3,3-dimethyl-1-[(1R)-1-phenylethyl]pyrrolidine-2,4-dione
- CAS Number:145704-80-9
- Molecular formula:C14H17NO2
- Molecular Weight:231.29
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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145704-80-9
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Yield: 93.2%
Reaction Conditions:
with hydrogenchloride in water;acetone at 60; for 12 h;
Steps:
(R)-3,3-Dimethyl-1-(1-phenylethyl)pyrrolidine-2,4-dione
To a solution of (R)-9,9-dimethyl-7-(1-phenylethyl)-1,4-dioxa-7-azaspiro[4.4]nonan-8-one (1.07 g, 3.89mmol) in 11.0 mL of acetone was added 4.67 mL of 1N hydrochloric acid solution at room temperature. The reaction solution was heated at 60 oC for 12 hours. The solution was concentrated under reduced pressure. The residue was extracted with 50.0 mL of brine and 50.0 mL of ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. Removing the solvent in vacuo provided 840 mg of (R)-3,3-dimethyl-1-(1-phenylethyl)pyrrolidine-2,4-dione (93.2% yield). 1H NMR (400 MHz, CDCl3) δ 7.40 - 7.26 (m, 5H), 5.81 (q, J = 7.2 Hz, 1H), 3.77 (d, J = 17.6 Hz, 1H), 3.41 (d, J = 17.6 Hz, 1H), 1.59 (d, J = 7.2 Hz, 3H), 1.26 (s, 3H), 1.20 (s, 3H).
References:
Chough, Chieyeon;Joung, Misuk;Lee, Sunmin;Lee, Jaemin;Kim, Jong Hoon;Kim, B. Moon [Bioorganic and Medicinal Chemistry,2018,vol. 26,# 8,p. 1495 - 1510] Location in patent:supporting information
160115-34-4
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145704-80-9
23 suppliers
$427.00/100mg
1000210-73-0
0 suppliers
inquiry
145704-80-9
23 suppliers
$427.00/100mg