Methyl 7-phthalimidohept-5-ynoate → Methyl (Z)-7-phthalimidohept-5-enoate

HRID 358622노트

반응식

HRID 358622 반응식
[C:1]1(=[O:21])[N:5]([CH2:6][C:7]#[C:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:4](=[O:16])[C:3]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:2]12>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].CO>[C:4]1(=[O:16])[N:5]([CH2:6]/[CH:7]=[CH:8]\[CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:1](=[O:21])[C:2]2=[CH:20][CH:19]=[CH:18][CH:17]=[C:3]12

참가 물질

4

반응물 1

HCID 20066955Methyl 7-phthalimidohept-5-ynoate

생성물 1

HCID 86744641Methyl (Z)-7-phthalimidohept-5-enoate수율 83.1%

시약·촉매·용매 2

HCID 131709914Lindlars catalyst촉매HCID 887Methanol용매

실험 절차

A mixture of methyl 7-phthalimidohept-5-ynoate (1.9 g) and Lindlar catalyst (250 mg) in methanol (130 ml) was shaken under an atmosphere of hydrogen at 30 psi for 2.5 hours. The catalyst was removed by filtration and the filtrate was evaporated to dryness. The residue was chromatographed on silica gel eluted with chloroform to give the title compound (1.59 g) as a low melting solid. m.p. 47°-49° C.

후처리

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated to dryness
  3. customThe residue was chromatographed on silica gel
  4. washeluted with chloroform

출처 및 근거

ORD 기록
ord-24b73d17d1734779bbe7d9e1dc63965f
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04997847

반응 노트

불러오는 중…