Hydrochloric Acid → (RS)-2-bromo-6-(1-hydroxyheptyl)anisole

HRID 337191

Reaktionsgleichung

Reaktionsgleichung von HRID 337191
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[C:3]=1[O:9][CH3:10].[CH:11](=[O:18])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].Cl>C1COCC1>[Br:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH:11]([OH:18])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:3]=1[O:9][CH3:10]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 8130HeptanalHCID 181584Benzene, 1,3-dibromo-2-methoxy-

Produkt 1

HCID 59544889(RS)-2-bromo-6-(1-hydroxyheptyl)anisoleAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a THF solution of 2,6-dibromoanisole (10 g, 37.6 mmol) was added Mg (0.90 g, 37.6 mmol), and the mixture was heated and stirred at 40° C. Under ice-cooling, n-heptanal (47.2 g, 41.3 mmol) was added dropwise. Aqueous hydrochloric acid solution was added to the reaction mixture, this was extracted with ethyl acetate, and the solvent was distilled off to obtain 8.95 g of a compound (1).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureUnder ice-cooling
  3. extractionthis was extracted with ethyl acetate
  4. distillationthe solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-53e03c4968f94623a0aa01cae23e16bf
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889722B2

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