5-Tert-butoxycarbonyl-4-methoxycarbonylmethyl-5-(2-pentynyl)-2-cyclopentenone → HCID 70583183, 화합물

HRID 972105노트

반응식

HRID 972105 반응식
[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]

참가 물질

5

반응물 2

HCID 203065655-Tert-butoxycarbonyl-4-methoxycarbonylmethyl-5-(2-pentynyl)-2-cyclopentenone2회HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 70583183HCID 70583183, 화합물

시약·촉매·용매 2

HCID 131709914Lindlars catalyst촉매HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-77e64be8590c4661a8ca87e679fa5f32
출처 데이터셋
uspto-grants-1979_07
특허 번호
US04163111

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