Hydrogen Bromide → CHROMAN-8-OL

HRID 581071Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 581071
C[O:2][C:3]1[C:12]2[O:11][CH2:10][CH2:9][CH2:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.Br.C1(O)C=CC=CC=1>C(O)(=O)C>[OH:2][C:3]1[C:12]2[O:11][CH2:10][CH2:9][CH2:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 260Hydrogen BromideHCID 996PhenolHCID 13758736HCID 13758736, Verbindung

Produkt 1

HCID 19033254CHROMAN-8-OL

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

The compound obtained in Step C (1 g; 6.09 mmol) is dissolved in glacial acetic acid (10.2 ml) and then hydrobromic acid (48% solution in water) (3.7 eq.; 47 mmol; 2.54 ml) is added dropwise. The phenol is fully deprotected after 5 hours' reflux. After removal of the solvent under reduced pressure, the dry residue is taken up in aqueous medium and then neutralised with a saturated sodium hydrogen carbonate solution to a pH of 8. Extraction with ethyl acetate yields an orange oil after drying and concentration. After purification of the latter over a silica column. AcOEt/PE (3:7), the oil is yellow in colour.

Aufarbeitung

  1. temperature' reflux
  2. customAfter removal of the solvent under reduced pressure
  3. extractionExtraction with ethyl acetate
  4. customyields an orange oil
  5. customafter drying
  6. concentrationconcentration
  7. customAfter purification of the latter over a silica column

Quellen und Nachweise

ORD-Eintrag
ord-899b9f5b4ad14e8990d08d5c80c8e64b
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05919814

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