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

HRID 358622ノート

反応式

HRID 358622 の反応式
[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

参加物

4

反応物 1

HCID 20066955Methyl 7-phthalimidohept-5-ynoate

生成物 1

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

試薬・触媒・溶媒 2

HCID 131709914Lindlars catalyst触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-24b73d17d1734779bbe7d9e1dc63965f
出典データセット
uspto-grants-1991_03
特許番号
US04997847

反応ノート

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