반응 #2389081

ord-a8705db99a844fbe8a161874c1020380

반응 방정식

O=C1NC(=O)c2ccccc21
phthalimide
NN
hydrazine
C=CCCCCCCCCCO
10-undecen-1-ol
C=CCCCCCCCCCN
1-aminoundec-10-ene
수율 66.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

Compound XXXI was prepared as described in Scheme I from 10-undecen-1-ol, 1, by a three step procedure in an overall yield of 31%. Alkylation of phthalimide with alkanol, 1, under Mitsunobu conditions, followed by reaction with hydrazine gave 1-aminoundec-10-ene, 2, in 66% yield. The amine was derivatized with O-acetylsalicyloyl chloride and the resulting alkene, 3, was oxidized to the acid using potassium permanganate. Removal of the acetate, followed by acid precipitation provided compound XXXI in 47% yield based on amine 2.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06428780B2uspto-grants-2002_08