Methyl vinyl ketone → Spiro(4.5)dec-6-ene-8-one

HRID 1631850

Reaktionsgleichung

Reaktionsgleichung von HRID 1631850
[CH:1]1([CH:6]=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:8]([C:10]([CH3:12])=[O:11])=[CH2:9]>>[CH2:2]1[C:1]2([CH2:6][CH2:12][C:10](=[O:11])[CH:8]=[CH:9]2)[CH2:5][CH2:4][CH2:3]1

Komponenten

3

Edukt 2

HCID 6570Methyl vinyl ketoneHCID 70106Cyclopentanecarbaldehyde

Produkt 1

HCID 139772Spiro(4.5)dec-6-ene-8-oneAusbeute 54 %

Versuchsvorschrift

Piperidine enamine was prepared by a method analogous to that described in Organic Syntheses, Collective Volume 7, p 473, using 221.84 g of cyclopentane carbaldehyde instead of cyclooctane carbaldehyde. Through Michael addition of piperidine enamine to methyl vinyl ketone, cyclization by aldol condensation, dehydration, hydrolysis, and vacuum distillation for purification, there was obtained 173.4 g (yield 54%) of spiro[4.5]dec-6-en-8-one.

Aufarbeitung

  1. customby aldol condensation, dehydration, hydrolysis, and vacuum distillation
  2. customfor purification

Quellen und Nachweise

ORD-Eintrag
ord-c5f62ab611364ee3909ce0b58766bf29
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791288B2

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