Formaldehyde → 1-(4-Chlorobenzyl)-3-hydroxymethyl-3-methyl-2-oxocyclopentanecarboxylic acid methyl ester

HRID 922733Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 922733
[CH3:1][O:2][C:3]([C:5]1([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[CH2:9][CH2:8][CH:7]([CH3:10])[C:6]1=[O:11])=[O:4].C=O.[C:22](=O)([O-])[O-:23].[K+].[K+]>O>[CH3:1][O:2][C:3]([C:5]1([CH2:12][C:13]2[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=2)[CH2:9][CH2:8][C:7]([CH2:22][OH:23])([CH3:10])[C:6]1=[O:11])=[O:4]

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 11482916115851-54-22×

Produkt 1

HCID 672540121-(4-Chlorobenzyl)-3-hydroxymethyl-3-methyl-2-oxocyclopentanecarboxylic acid methyl esterAusbeute 190,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To 1.12 g of 1-(4-chlorobenzyl)-3-methyl-2-oxo-cyclopentancarboxylic acid methyl ester (Compound 1-1), which is a known compound, 0.90 ml of 37% aqueous solution of formaldehyde and 276 mg of potassium carbonate were added, and the resulting mixture was vigorously stirred at room temperature for 4 hours. After the reaction, water was added to the reaction solution thus obtained, and extraction with ethyl acetate was then carried out. The organic layer thus extracted was washed with saturated brine and then dried over anhydrous sodium sulfate. The solvent was distilled away, and the residue was then purified by silica gel column chromatography to obtain 1.180 g of Compound 2-1.

Aufarbeitung

  1. additionwere added
  2. additionwas added to the reaction solution
  3. customthus obtained
  4. extractionextraction with ethyl acetate
  5. extractionThe organic layer thus extracted
  6. washwas washed with saturated brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe solvent was distilled away
  9. customthe residue was then purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f0850863324642f2b593a145f8c7c41e
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09278966B2

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