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Hydrochloric Acid → HCID 57288734, Verbindung

HRID 544436
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 544436
[O:1]([C:8]1[S:9][C:10]([CH2:13][OH:14])=[CH:11][N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][C:16]1([CH3:29])[C@H:18]([CH:19]=[C:20]2[CH2:24][CH2:23][S:22][C:21]2=[O:25])[C@H:17]1[C:26](Cl)=[O:27].Cl>C1C=CC=CC=1.N1C=CC=CC=1>[CH3:15][C:16]1([CH3:29])[C@H:18]([CH:19]=[C:20]2[CH2:24][CH2:23][S:22][C:21]2=[O:25])[C@H:17]1[C:26]([O:14][CH2:13][C:10]1[S:9][C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[N:12][CH:11]=1)=[O:27]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 13106154(2-Phenoxy-5-thiazolyl)-methanolHCID 88716184HCID 88716184, Verbindung

Produkt 1

HCID 57288734HCID 57288734, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 1049
Pyridine
Lösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

2 g of (2-phenoxy-5-thiazolyl)-methanol were added to a solution of (1R,3R)2,2-dimethyl-3-[(dihydro-2-oxo-3-(2H)-thienylidene)-methyl]-cyclopropane-1-carboxylic acid chloride [described in French Pat. No. 70-21682 published under No. 2.097.244] prepared from 2.2 g of the corresponding acid in 30 ml of benzene and 0.81 ml of pyridine were added thereto at -10° C.The reaction mixture was stirred at 20° C. for 17 hours and was poured into aqueous dilute hydrochloric acid. The decanted aqueous phase was extracted with ether and the combined organic phases were washed with water, dried and evaporated to dryness under reduced pressure. The residuewas chromatographed over silica gel and was eluted with an 8-2 cyclohexane-ethyl acetate mixture to obtain 2.9 g of (2-phenoxy-5-thiazolyl)-methyl (1R,3R) 2,2-dimethyl-3[(dihydro-2-oxo-3-(2H)-thienylidene)-methyl]-cyclopropane-1-carboxylate.

Aufarbeitung

  1. additionwere added
  2. customat -10° C
  3. extractionThe decanted aqueous phase was extracted with ether
  4. washthe combined organic phases were washed with water
  5. customdried
  6. customevaporated to dryness under reduced pressure
  7. customThe residuewas chromatographed over silica gel
  8. washwas eluted with an 8-2 cyclohexane-ethyl acetate mixture

Quellen und Nachweise

ORD-Eintrag
ord-003be50959e544faa25abbbabcf9be27
Quelldatensatz
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04450169

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