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Potassium Carbonate → [5-phenoxy-(1,2,4)-thiadiazol-3-yl]-methyl (1R,3R) 2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylate

HRID 544440
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 544440
[CH3:1][C:2]1([CH3:12])[C@@H:4]([CH:5]=[C:6]([Br:8])[Br:7])[C@H:3]1[C:9]([OH:11])=[O:10].Cl[CH2:14][C:15]1[N:19]=[C:18]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[S:17][N:16]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCCOCCOCCOCCOCC1.C(C(C)=O)C>[CH3:1][C:2]1([CH3:12])[C@@H:4]([CH:5]=[C:6]([Br:8])[Br:7])[C@H:3]1[C:9]([O:11][CH2:14][C:15]1[N:19]=[C:18]([O:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[S:17][N:16]=1)=[O:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 10924480Deltamethrinic acidHCID 131061443-Chloromethyl-5-phenoxy-(1,2,4)-thiadiazole

Produkt 1

HCID 57007880[5-phenoxy-(1,2,4)-thiadiazol-3-yl]-methyl (1R,3R) 2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylateAusbeute 59,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 28557
18-Crown-6
Katalysator
HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

A mixture of 3.3 g of (1R,3R) 2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylic acid, 2.2 g of the product of Step A, 1.5 g of potassium carbonate, 100 mg of 1,4,7,10,13,16-hexaoxacyclooctadecane and 50 ml of methyl ethyl ketone wasrefluxed for 24 hours and was evaporated to dryness under reduced pressure.The residue was added to water and the aqueous mixture was extracted with ethyl acetate. The organic phase was evaporated to dryness under reduced pressure and the residue was chromatographed over silica gel. Elution withbenzene yielded 2.84 g of [5-phenoxy-(1,2,4)-thiadiazol-3-yl]-methyl (1R,3R) 2,2-dimethyl-3-(2,2-dibromoethenyl)-cyclopropane-1-carboxylate.

Aufarbeitung

  1. customwas evaporated to dryness under reduced pressure
  2. additionThe residue was added to water
  3. extractionthe aqueous mixture was extracted with ethyl acetate
  4. customThe organic phase was evaporated to dryness under reduced pressure
  5. customthe residue was chromatographed over silica gel
  6. washElution withbenzene

Quellen und Nachweise

ORD-Eintrag
ord-041ae84039fd4bfe8db51abe152182b9
Quelldatensatz
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04450169

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