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2-Methyl-2-butene → 2-Difluoromethyloxy-4,6-dimethylphenyl acetic acid

HRID 277674
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 277674
[F:1][CH:2]([F:15])[O:3][C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([CH3:11])[C:5]=1[CH2:12][CH:13]=[O:14].CC(=CC)C.P([O-])(O)(O)=[O:22].[Na+].Cl([O-])=O.[Na+]>C(O)(C)(C)C.O.C(OCC)(=O)C>[F:1][CH:2]([F:15])[O:3][C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([CH3:11])[C:5]=1[CH2:12][C:13]([OH:22])=[O:14]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 105532-Methyl-2-buteneHCID 186846932-Difluoromethyloxy-4,6-dimethylphenylacetaldehydeHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphate

Produkt 1

HCID 227093292-Difluoromethyloxy-4,6-dimethylphenyl acetic acidAusbeute 14 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962
Water
Lösungsmittel
HCID 6386tert-ButanolLösungsmittel
HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

19.2 g of 2-difluoromethyloxy-4,6-dimethylphenylacetaldehyde (XXXIV-c-1) as the crude product were dissolved in 270 ml of tert-butanol, the solution was mixed with 90.4 g of 2-methyl-2-butene, and a solution of 90 g of sodium dihydrogen phosphate and 42 g of sodium chlorite in 353 ml of water was subsequently added dropwise at room temperature. The mixture was stirred for four hours and then stirred into 400 ml of ethyl acetate, and the phases were separated. The aqueous phase was extracted two more times using ethyl acetate, and the combined organic phases were dried over magnesium sulphate and concentrated. After stirring with hexane, 11 g of solid were isolated, from which 2.5 g (14% of theory via 2 steps) of 2-difluoromethyloxy-4,6-dimethylphenylacetic acid of melting point 124-127° C. were obtained.

Aufarbeitung

  1. customthe phases were separated
  2. extractionThe aqueous phase was extracted two more times
  3. dry with materialthe combined organic phases were dried over magnesium sulphate
  4. concentrationconcentrated
  5. stirringAfter stirring with hexane

Quellen und Nachweise

ORD-Eintrag
ord-9f85cf0a0e9447d5ac7138907c46dfcd
Quelldatensatz
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06358887B1

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