Boron tribromide → 8-Hydroxy-1,3,4,5-tetrahydrobenzo[b]azepin-2-one

HRID 490696Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 490696
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][CH2:11][CH2:10][C:9](=[O:13])[NH:8][C:7]=2[CH:14]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][CH2:11][CH2:10][C:9](=[O:13])[NH:8][C:7]=2[CH:14]=1

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 6769538-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one

Produkt 1

HCID 99205198-Hydroxy-1,3,4,5-tetrahydrobenzo[b]azepin-2-oneAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 8-methoxy-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (116 mg, 0.607 mmol) in CH2Cl2 (20 mL) at 0° C. is treated with BBr3 (1.2 mL, 1.0 M in CH2Cl2) added dropwise. The mixture is stirred for 16 hours at room temperature and then quenched with water dropwise. The suspension is filtered and the solid is rinsed with MeOH (1.0 mL) and dried under vacuum to obtain pure product (95 mg, 89%).

Aufarbeitung

  1. additionadded dropwise
  2. customquenched with water dropwise
  3. filtrationThe suspension is filtered
  4. washthe solid is rinsed with MeOH (1.0 mL)
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1f73fba40ba5460aafd874fbeba60480
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07528160B2

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