Reaktion #2009455

Reaktionsgleichung

N-(cyclohexylmethyl)-5-fluoro-6-methoxybenzo[d]thiazol-2-amine

boron tribromide

→

2-(cyclohexylmethylamino)-5-fluorobenzo[d]thiazol-6-ol

Lösungsmittel

DCM

sodium bicarbonate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate (ca. 150 mL×3)
2. 2
   TrocknenCombined organic layers were dried over sodium sulfate
3. 3
   Filtrationfiltered
4. 4
   Sonstigecondensed under reduced pressure
5. 5
   Sonstigeto give crude product which
6. 6
   Sonstigewas carried to next step without further purification

Vorschrift

To the solution of N-(cyclohexylmethyl)-5-fluoro-6-methoxybenzo[d]thiazol-2-amine (114 mg, 0.387 mmol, 1.0 eq) in 10 mL of DCM was added 1M solution of boron tribromide (ca. 1.0 mL, 0.775 mmol, 2.0 eq) at room temperature. The reaction mixture was stirred for 2 hours, thereafter the mixture was diluted with saturated sodium bicarbonate solution (ca. 100 mL) till PH=7 and aqueous layer extracted with ethyl acetate (ca. 150 mL×3). Combined organic layers were dried over sodium sulfate, filtered and condensed under reduced pressure to give crude product which was sufficiently pure and was carried to next step without further purification. LC/MS (m/z) [281.1] (MH+)

Quelle