6-(2-azidopropan-2-yl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol → 6-(2-aminopropan-2-yl)-3,3-dimethylbenzo[c][1,2]-oxaborol-1(3H)-ol

HRID 1037134Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1037134
[N:1]([C:4]([C:7]1[CH:8]=[CH:9][C:10]2[C:14]([CH3:16])([CH3:15])[O:13][B:12]([OH:17])[C:11]=2[CH:18]=1)([CH3:6])[CH3:5])=[N+]=[N-]>CO>[NH2:1][C:4]([C:7]1[CH:8]=[CH:9][C:10]2[C:14]([CH3:16])([CH3:15])[O:13][B:12]([OH:17])[C:11]=2[CH:18]=1)([CH3:6])[CH3:5]

Komponenten

3

Edukt 1

HCID 866854956-(2-azidopropan-2-yl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol

Produkt 1

HCID 866854976-(2-aminopropan-2-yl)-3,3-dimethylbenzo[c][1,2]-oxaborol-1(3H)-olAusbeute 111,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The solution of 6-(2-azidopropan-2-yl)-3,3-dimethylbenzo[c][1,2]-oxaborol-1(3H)-ol (100 mg) in MeOH (6 mL) was hydrogenated under H2 using 10% Pd/C (15 mg) as catalyst at atmospheric pressure for 5 h. The catalyst was removed by filtration, and the solvent was evaporated at reduced pressure to give crude product 6-(2-aminopropan-2-yl)-3,3-dimethylbenzo[c][1,2]oxa-borol-1(3H)-ol (100 mg) as colorless oil. It was used without further purification in the next step.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-cd9a390c5879409ca8663a5db381d08d
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546357B2

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