Boron tribromide → HCID 67852482, Verbindung

HRID 1074166Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1074166
C[O:2][C:3]1[C:4]([Cl:22])=[CH:5][C:6]2[CH2:12][CH2:11][N:10]([CH3:13])[C@@H:9]3[CH2:14][C:15]4[C:20]([C@H:8]3[C:7]=2[CH:21]=1)=[CH:19][CH:18]=[CH:17][CH:16]=4.B(Br)(Br)[Br:24]>C(Cl)Cl>[BrH:24].[OH:2][C:3]1[C:4]([Cl:22])=[CH:5][C:6]2[CH2:12][CH2:11][N:10]([CH3:13])[C@@H:9]3[CH2:14][C:15]4[C:20]([C@H:8]3[C:7]=2[CH:21]=1)=[CH:19][CH:18]=[CH:17][CH:16]=4

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 14371634HCID 14371634, Verbindung

Produkt 1

HCID 67852482HCID 67852482, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 147 mg (0.47 mmol) of Compound Q from Step F above in 10 mL methylene chloride at -78° C. was treated with 90 mL boron tribromide, and the mixture was stirred for 4 hours while coming to room temperature. The reaction was quenched with 10 mL dry methanol and stirred for 10 minutes. The solvent was evaporated under reduced pressure, and the residue was treated with a second 10 mL portion of methanol. After 10 minutes, the solvent was evaporated at 10 mm Hg and 50° C. for 45 minutes to give 180 mg (100%) of the crude hydrobromide, 200 MHz NMR(d6-DMSO) d 2.97(s,3H), 2.90-3.90(m,7H),5.02(d,1H,J=8 Hz),6.99(s,1H),7.36(m,5H).

Aufarbeitung

  1. customwhile coming to room temperature
  2. customThe reaction was quenched with 10 mL dry methanol
  3. stirringstirred for 10 minutes
  4. customThe solvent was evaporated under reduced pressure
  5. additionthe residue was treated with a second 10 mL portion of methanol
  6. waitAfter 10 minutes
  7. customthe solvent was evaporated at 10 mm Hg and 50° C. for 45 minutes

Quellen und Nachweise

ORD-Eintrag
ord-542c38195df0402799bf89b97093ce50
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04973586

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