Acetic Acid → 2-Acetoxy-3-bromo-tetrahydropyran

HRID 49579Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 49579
C1C(=O)N([Br:8])C(=O)C1.[O:9]1[CH:14]=[CH:13][CH2:12][CH2:11][CH2:10]1.[C:15]([OH:18])(=[O:17])[CH3:16]>C(OCC)C>[C:15]([O:18][CH:14]1[CH:13]([Br:8])[CH2:12][CH2:11][CH2:10][O:9]1)(=[O:17])[CH3:16]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 80803,4-dihydro-2H-pyranHCID 67184N-bromobutanimide

Produkt 1

HCID 122985732-Acetoxy-3-bromo-tetrahydropyranAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To the solution of N-bromosuccimide (4.5 g ) in acetic acid (14.5 ml), was added dropwise 2.3 ml of 3,4-dihydro-2H-pyran at 10° C. The reaction mixture was diluted with 50 ml of diethyl ether and washed with 50 ml of water three times. The organic layer was washed with 1N NaHCO3 solution, dried, and then concentrated under a reduced pressure to give 4.1 g of 2-acetoxy-3-bromo-tetrahydropyran as a colorless oil (yield: 73%).

Aufarbeitung

  1. washwashed with 50 ml of water three times
  2. washThe organic layer was washed with 1N NaHCO3 solution
  3. customdried
  4. concentrationconcentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e8b7fdd7e15b4edca43e03658d05f9d4
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06706888B2

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