تفاعل #80538

معادلة التفاعل

(R)-3-(N,N-Dibenzylamino)-8-fluoro-5-methoxy-3,4-dihydro-2H-1-benzopyran

ammonium formate

→

title compound

المردود 91.4%

(R)-3-Amino-8-fluoro-5-methoxy-3,4-dihydro-2H-1-benzopyran

المردود 91.4%

المذيبات

THF

methanol

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe reaction was filtered
2. 2
   أخرىthe solvent was removed in vacuo
3. 3
   استخلاصextracted twice with ether
4. 4
   workup.ADDITIONThe combined ether portions were treated with brine
5. 5
   تجفيفdried (Na2SO4)
6. 6
   ترشيحfiltered
7. 7
   أخرىthe solvent removed in vacuo

الإجراء التجريبي

(R)-3-(N,N-Dibenzylamino)-8-fluoro-5-methoxy-3,4-dihydro-2H-1-benzopyran (13.0 g, 34.4 mmol) was dissolved in 265 mL methanol and 115 mL THF. To this was 10% Pd/C (4 g) and ammonium formate (51.5 g, 0.817 mol) added. The reaction was heated to 50° C. for 2.5 h. The reaction was filtered and the solvent was removed in vacuo, the remains were taken into a 2 M solution of NaOH and then extracted twice with ether. The combined ether portions were treated with brine, dried (Na2SO4), filtered, and the solvent removed in vacuo to give 6.2 g (91% yield) of the title compound as a clear oil. [α]21D =-15.3° (C=1 CHCl3) GC-MS (70 eV) M=197 (51%).

المصدر