반응 #75431
ord-cd494bcf36924a318712597b682c1800
반응 방정식
phthalimide
hydrazine
10-undecen-1-ol
→
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.