반응 #49039

ord-97c9716f95c14692a5ef32b3dbd750ba

반응 방정식

CC(C)OC(=O)N=NC(=O)OC(C)C
diisopropyl azodicarboxylate
COC(=O)C(C)(C)CO
methyl hydroxypivalate
O=C1NC(=O)c2c(O)cccc21
hydroxyphthalimide
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
COC(=O)C(C)(C)CON1C(=O)c2ccccc2C1=O
title compound
수율 33.6%
COC(=O)C(C)(C)CON1C(=O)c2ccccc2C1=O
3-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-2,2-dimethyl-propionic acid methyl ester
수율 33.6%

반응 조건

온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도to warm gradually
  2. 2
    농축concentrated under reduced pressure
  3. 3
    기타The residue was roughly purified by silica gel column chromatography

실험 절차

To methyl hydroxypivalate (1.31 g, 9.89 mmol) were added tetrahydrofuran (40 ml), hydroxyphthalimide (3.23 g, 19.78 mmol) and triphenylphosphine (6.48 g, 24.73 mmol). After this solution was cooled to 0° C., diisopropyl azodicarboxylate (4.87 ml, 24.73 mmol) was added dropwise to the solution. While being allowed to warm gradually, the reaction mixture was stirred for 12 hours, and concentrated under reduced pressure. The residue was roughly purified by silica gel column chromatography to give the title compound (922 mg).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07745663B2uspto-grants-2010_06