Hydrochloric Acid → 7-Tert-butyl-chroman-4-ol

HRID 1879676

Reaktionsgleichung

Reaktionsgleichung von HRID 1879676
Cl.[C:2]([C:6]1[CH:7]=[C:8]([CH:18]=[CH:19][CH:20]=1)[O:9][CH2:10][CH2:11][CH:12]1[O:17]CCCO1)([CH3:5])([CH3:4])[CH3:3]>C1COCC1>[C:2]([C:6]1[CH:7]=[C:8]2[C:18]([CH:12]([OH:17])[CH2:11][CH2:10][O:9]2)=[CH:19][CH:20]=1)([CH3:3])([CH3:4])[CH3:5]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 595485522-[2-(3-Tert-butyl-phenoxy)-ethyl]-[1,3]dioxane

Produkt 1

HCID 595485267-Tert-butyl-chroman-4-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

Concentrated hydrochloric acid (70 mL) was cooled in an ice bath and then about 40 mL of THF was added and stirred. At 0° C. with stirring was added 2-[2-(3-tert-Butyl-phenoxy)-ethyl]-[1,3]dioxane (8.48 g, 32.1 mmol) slowly in THF (30 mL). After the addition was complete the ice bath was removed and the resulting mixture was stirred vigorously at room temperature for 3 hours. Then ether was added (300 mL) and the layers were separated, and the organic layer was extracted with water (3×100 mL) and finally dried over magnesium sulfate, filtered and concentrated to give the title compound as a light yellow oil and used for the next step without further purification.

Aufarbeitung

  1. stirringAt 0° C. with stirring
  2. additionAfter the addition
  3. customwas removed
  4. stirringthe resulting mixture was stirred vigorously at room temperature for 3 hours
  5. additionThen ether was added (300 mL)
  6. customthe layers were separated
  7. extractionthe organic layer was extracted with water (3×100 mL)
  8. dry with materialfinally dried over magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-314583de2bf14be681b887716cef27fd
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318719B2

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