Reacción #605344

ord-52a8d8a6855446b8be69ee6d45755de7

Ecuación de reacción

COC(=O)/C=C/c1ccc2c(c1)C(=O)N(C)C1(CCN(C(=O)OC(C)(C)C)CC1)O2
(E)-3-{1′-tert-butoxycarbonyl-3,4-dihydro-3-methyl-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4′-piperidin]-6-yl}-acrylic acid methyl ester
Cl
HCl
→
COC(=O)/C=C/c1ccc2c(c1)C(=O)N(C)C1(CCNCC1)O2.Cl
(E)-3-{3,4-dihydro-3-methyl-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4′-piperidin]-6-yl}-acrylic acid methyl ester hydrochloride

Reactantes

COC(=O)/C=C/c1ccc2c(c1)C(=O)N(C)C1(CCN(C(=O)OC(C)(C)C)CC1)O2
(E)-3-{1′-tert-butoxycarbonyl-3,4-dihydro-3-methyl-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4′-piperidin]-6-yl}-acrylic acid methyl ester
Cl
HCl

Reactivos

Ninguno

Disolventes

C1COCCO1
dioxane
ClCCl
DCM

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe precipitate was filtered off

Procedimiento

A mixture of (E)-3-{1′-tert-butoxycarbonyl-3,4-dihydro-3-methyl-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4′-piperidin]-6-yl}-acrylic acid methyl ester (3.00 g, 7.21 mmol) and 4 M HCl in dioxane (5 ml) in DCM (150 ml) was stirred at RT for 4 h. The precipitate was filtered off to give (E)-3-{3,4-dihydro-3-methyl-4-oxo-spiro[2H-(1,3)-benzoxazine-2,4′-piperidin]-6-yl}-acrylic acid methyl ester hydrochloride (2.46 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09115148B2uspto-grants-2015_08