반응 #1821114

ord-40062c0967974146805c6bf0a5133ffa

반응 방정식

CS(=O)(=O)OCC1CN(c2ccc(C#N)cc2)C(=O)O1
3-(4-cyanophenyl)-5-methanesulfonyloxymethyl-2-oxazolidinone
CCOC(=O)C1CCNCC1
ethyl piperidine-4-carboxylate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
[I-].[K+]
potassium iodide
CCOC(=O)C1CCN(CC2CN(c3ccc(C#N)cc3)C(=O)O2)CC1
ethyl 1-(3-(4-cyanophenyl)-2-oxo-5-oxazolidinylmethyl)piperidine-4-carboxylate

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

A mixture of 2.96 g of 3-(4-cyanophenyl)-5-methanesulfonyloxymethyl-2-oxazolidinone (m.p. 162°-163°; obtainable by reacting 4-aminobenzonitrile with 2,3-epoxypropanol to give 4-(2,3-dihydroxypropylamino)benzonitrile (oily), reacting with diethyl carbonate/potassium tert-butylate at 110° to give 3-(4-cyanophenyl)-5-hydroxymemthyl-2-oxazolidinone (m.p. 130°-131°) and esterifying with methanesulfonyl chloride), 1.69 g of ethyl piperidine-4-carboxylate, 70 ml of acetonitrile, 1.38 g of potassium carbonate and 1.65 g of potassium iodide is boiled for 25 h. After customary working up, ethyl 1-(3-(4-cyanophenyl)-2-oxo-5-oxazolidinylmethyl)piperidine-4-carboxylate ("IA") is obtained, FAB 358.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05532255uspto-grants-1996_07