Hydrogen Bromide → HCID 58999614, Verbindung

HRID 1593612Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1593612
[CH:1]12[O:7][CH:6]1[CH2:5][CH2:4][CH:3]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:2]2.[BrH:13].C([O-])(O)=O.[Na+].C1(C)C=CC(S(O)(=O)=O)=CC=1>C(Cl)Cl.C1(C)C=CC=CC=1.O>[Br:13][CH:6]1[CH2:5][CH2:4][CH:3]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:2][CH:1]1[OH:7]

Komponenten

8

Edukt 4

HCID 260Hydrogen BromideHCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 15691705Ethyl 7-oxabicyclo[4.1.0]heptane-3-carboxylate

Produkt 1

HCID 58999614HCID 58999614, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of ethyl 7-oxabicyclo[4.1.0]heptane-3-carboxylate (17.8 g) in CH2Cl2 (350 mL) was added 40% HBr solution (120 mL). The biphasic mixture was stirred vigorously for 25 min, then was neutralized with aqueous NaHCO3 solution. The organic layer was collected and dried over MgSO4, then was concentrated in vacuo. The residue was diluted with toluene (120 mL), and para-toluene sulfonic acid (120 mg, 0.6 mmol) was added. The mixture was heated at 128° C. with azeotropic removal of water over 3.5 hours, then was concentrated in vacuo to afford 21 g of a brown residue, which was used in the next reaction without purification.

Aufarbeitung

  1. customThe organic layer was collected
  2. dry with materialdried over MgSO4
  3. concentrationwas concentrated in vacuo
  4. additionwas added
  5. concentrationwas concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8fc63e33d83649ca86448ba55bbb2949
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07297704B2

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