Boron tribromide → HCID 22292779, Verbindung

HRID 881934Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 881934
[F:1][C:2]([F:21])([F:20])[C:3]([N:5]1[CH2:11][CH:10]([CH3:12])[C:9]2[CH:13]=[C:14]([Cl:19])[C:15]([O:17]C)=[CH:16][C:8]=2[CH2:7][CH2:6]1)=[O:4].B(Br)(Br)Br>ClCCl>[F:20][C:2]([F:1])([F:21])[C:3]([N:5]1[CH2:11][CH:10]([CH3:12])[C:9]2[CH:13]=[C:14]([Cl:19])[C:15]([OH:17])=[CH:16][C:8]=2[CH2:7][CH2:6]1)=[O:4]

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 22292769HCID 22292769, Verbindung

Produkt 1

HCID 22292779HCID 22292779, VerbindungAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of N-trifluoroacetyl-8-chloro-7-methoxy-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine (48 mg, 0.15 mmol) in dichloromethane (2 mL) was treated with BBr3 (0.30 mL of a 1.0M solution in CH2Cl2, 0.30 mmol) and stirred overnight at 20 C. The excess BBr3 was quenched with water and the resulting mixture diluted with ether (20 mL), washed with Na2CO3 (10 mL) and brine (10 mL), dried with Na2SO4 and concentrated. Flash chromatography (15% EtOAc in hexane, silica) resulted in 24 mg of a white solid. MS calculated for C13H13ClF3NO2+H: 308, observed: 308.

Aufarbeitung

  1. customThe excess BBr3 was quenched with water
  2. additionthe resulting mixture diluted with ether (20 mL)
  3. washwashed with Na2CO3 (10 mL) and brine (10 mL)
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-972cf447313540729cf1708f078f0112
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993750B2

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