5-Tert-butoxycarbonyl-4-methoxycarbonylmethyl-5-(2-pentynyl)-2-cyclopentenone → HCID 70583183、化合物

HRID 972105ノート

反応式

HRID 972105 の反応式
[C:1]([O:5][C:6]([C:8]1([CH2:19][C:20]#[C:21][CH2:22][CH3:23])[C:12](=[O:13])[CH:11]=[CH:10][CH:9]1[CH2:14][C:15]([O:17][CH3:18])=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CC(C)=O.[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[C:1]([O:5][C:6]([C:8]1([CH2:19]/[CH:20]=[CH:21]\[CH2:22][CH3:23])[C:12](=[O:13])[CH:11]=[CH:10][CH:9]1[CH2:14][C:15]([O:17][CH3:18])=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 2

HCID 203065655-Tert-butoxycarbonyl-4-methoxycarbonylmethyl-5-(2-pentynyl)-2-cyclopentenone2 回HCID 178418361HCID 178418361、化合物

生成物 1

HCID 70583183HCID 70583183、化合物

試薬・触媒・溶媒 2

HCID 131709914Lindlars catalyst触媒HCID 180Acetone溶媒

実験手順

A 4.5 g quantity of 5-methoxycarbonyl-4-methoxycarbonylmethyl-5-(2-pentynyl)-2-cyclopentenone (compound (1-a)) is dissolved in a mixture of 50 ml of n-hexhane and 50 ml of acetone, and 7 g of a Lindlar catalyst is added to the solution. Hydrogen gas is introduced into the solution with stirring. The reaction is completed when the solution has absorbed the theoretical amount of the gas. On completion of the reaction, the catalyst is filtered off from the reaction mixture, and the filtrate is concentrated at reduced pressure. The residue is distilled in a vacuum, affording 5-methoxycarbonyl-4-methoxycarbonylmethyl-5-(cis-2-pentenyl)-2-cyclopentenone (compound (1-b), R1 =CH3, R2 =CH3) in a yield of 99.8%, b.p. 81°-85° C./0.005 mm Hg.

後処理

  1. additionis added to the solution
  2. customhas absorbed the theoretical amount of the gas
  3. customOn completion of the reaction
  4. filtrationthe catalyst is filtered off from the reaction mixture
  5. concentrationthe filtrate is concentrated at reduced pressure
  6. distillationThe residue is distilled in a vacuum

出典と根拠

ORDレコード
ord-77e64be8590c4661a8ca87e679fa5f32
出典データセット
uspto-grants-1979_07
特許番号
US04163111

反応ノート

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