2,2-Dichloroethanol → Tert.-butyl (1R,cis) 2,2-dimethyl-3-[(Z) 3-oxo-3-(2,2-dichloroethoxy)-1-propenyl]-cyclopropane-carboxylate

HRID 1719746

Reaktionsgleichung

Reaktionsgleichung von HRID 1719746
[CH3:1][C:2]1([CH3:17])[C@@H:4](/[CH:5]=[CH:6]\[C:7]([OH:9])=[O:8])[C@H:3]1[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11].[Cl:18][CH:19]([Cl:22])[CH2:20]O>>[CH3:1][C:2]1([CH3:17])[C@@H:4](/[CH:5]=[CH:6]\[C:7](=[O:9])[O:8][CH2:20][CH:19]([Cl:22])[Cl:18])[C@H:3]1[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11]

Komponenten

3

Edukt 2

HCID 117182,2-DichloroethanolHCID 12807775tert.-butyl(1R,cis)2,2-dimethyl-3-[Z-2-carboxy-ethenyl]cyclopropane-carboxylate

Produkt 1

HCID 86740315Tert.-butyl (1R,cis) 2,2-dimethyl-3-[(Z) 3-oxo-3-(2,2-dichloroethoxy)-1-propenyl]-cyclopropane-carboxylate

Versuchsvorschrift

Using the procedure of Step F of Example 9, 4.8 g of tert.-butyl (1R,cis) 2,2-dimethyl-3-[(Z) 3-hydroxy-3-oxo-1-propenyl]-cyclopropane-carboxylate and 2 ml of 2,2-dichloroethanol were reacted to obtain after elution with a 9-1 mixture of cyclohexane-ethyl acetate 5.6 g of tert.-butyl (1R,cis) 2,2-dimethyl-3-[(Z) 3-oxo-3-(2,2-dichloroethoxy)-1-propenyl]-cyclopropane-carboxylate.

Aufarbeitung

  1. customwere reacted
  2. customto obtain
  3. washafter elution
  4. additionwith a 9-1 mixture of cyclohexane-ethyl acetate 5.6 g of tert.-butyl (1R,cis) 2,2-dimethyl-3-[(Z) 3-oxo-3-(2,2-dichloroethoxy)-1-propenyl]-cyclopropane-carboxylate

Quellen und Nachweise

ORD-Eintrag
ord-37049aa871b641ee8f72360e4e35eb1c
Quelldatensatz
uspto-grants-1985_09
Patentnummer
US04542142

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