Sodium Hydroxide → 2-(2-Chloro-2-propenyl)-5-(4-chlorobenzyl)-2-methylcyclopentanone

HRID 1752016Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1752016
COC([C:5]1([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[CH2:9][CH2:8][C:7]([CH2:11][C:12]([Cl:14])=[CH2:13])([CH3:10])[C:6]1=[O:15])=O.[OH-].[Na+]>CC(O)C.O>[Cl:14][C:12](=[CH2:13])[CH2:11][C:7]1([CH3:10])[CH2:8][CH2:9][CH:5]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[C:6]1=[O:15]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 86670684HCID 86670684, Verbindung2×

Produkt 1

HCID 866706832-(2-Chloro-2-propenyl)-5-(4-chlorobenzyl)-2-methylcyclopentanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

3-(2-Chloro-2-propenyl)-1-(4-chlorobenzyl)-3-methyl-2-oxocyclopentane carboxylic acid methyl ester (Compound (XIII), R1=CH3, (Rb)Xbnb=CH2CCl═CH2, R2=CH3) (2.90 g, 8.16 mmol) was dissolved in i-PrOH (5 ml), and then an aqueous solution of NaOH (0.65 g, 16.3 mmol) dissolved in water (5.4 ml) was added, and stirring under reflux was conducted for 2.5 hours. Water (50 ml) was added, and extraction with hexane (50 ml×2) was conducted. The organic layer was dried over anhydrous sodium sulfate, and concentrated to obtain the desired substance

Aufarbeitung

  1. additionwas added
  2. temperatureunder reflux
  3. extractionextraction with hexane (50 ml×2)
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customto obtain the desired substance

Quellen und Nachweise

ORD-Eintrag
ord-666d3de539ce4282ab114aca2ffd7d0e
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09162966B2

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