Triethylamine hydrochloride → 5-(4-Chlorobenzyl)-2,2-dimethylcyclopentanone

HRID 1500148Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1500148
COC([C:5]1([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH2:9][CH2:8][C:7]([CH3:11])([CH3:10])[C:6]1=[O:12])=O.CN(C)C(=O)C.Cl.C(N(CC)CC)C.O.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[Cl:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][CH:5]2[C:6](=[O:12])[C:7]([CH3:11])([CH3:10])[CH2:8][CH2:9]2)=[CH:19][CH:18]=1

Komponenten

6

Edukt 4

HCID 11130Triethylamine hydrochlorideHCID 31374DimethylacetamideHCID 11449298HCID 11449298, VerbindungHCID 86585896Sodium bicarbonate water

Produkt 1

HCID 114248965-(4-Chlorobenzyl)-2,2-dimethylcyclopentanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

In 1-(4-chlorobenzyl)-3,3-dimethyl-2-oxocyclopentane carboxylic acid methyl ester (1.0 g, 0.00339 mol), N,N-dimethylacetamide (1 mL) and triethylamine hydrochloride (0.56 g, 0.00339×1.2 mol) were added and stirred at 150° C. for 2 hours. In the reaction liquid, toluene and saturated sodium bicarbonate water were added, and the mixture was partitioned. After extracting the aqueous layer using toluene, the organic layer was dried using anhydrous sodium sulfate and concentrated. Thereafter, the dried and concentrated product was purified using a silica gel column, and a target product was obtained.

Aufarbeitung

  1. additionwere added
  2. customthe mixture was partitioned
  3. extractionAfter extracting the aqueous layer
  4. customthe organic layer was dried
  5. concentrationconcentrated
  6. customThereafter, the dried
  7. customconcentrated product was purified
  8. customa target product was obtained

Quellen und Nachweise

ORD-Eintrag
ord-a77e6e71ec454d0ca4206654b4b546b0
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206106B2

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