ChemicalBook CAS DataBase List 3,3-dimethyl-1-[(1R)-1-phenylethyl]pyrrolidine-2,4-dione

3,3-dimethyl-1-[(1R)-1-phenylethyl]pyrrolidine-2,4-dione synthesis

3synthesis methods

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-

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3,3-dimethyl-1-[(1R)-1-phenylethyl]pyrrolidine-2,4-dione

145704-80-9
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$427.00/100mg

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

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145704-80-9
23 suppliers
$427.00/100mg

References

1000210-73-0
0 suppliers
inquiry

145704-80-9
23 suppliers
$427.00/100mg

References