تفاعل #90726

معادلة التفاعل

1-tosyl-6,7-dihydro-1H-indazol-4(5H)-one

NaBH4

→

1-tosyl-4,5,6,7-tetrahydro-1H-indazol-4-ol

المردود 98.2%

المذيبات

EtOH THF

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with aqueous NH4Cl solution
2. 2
   أخرىRemoved the solvent under reduced pressure
3. 3
   استخلاصextracted with DCM
4. 4
   غسيلthe combined organic layer was washed with water, brine
5. 5
   تجفيفdried over anhydrous Na2SO4
6. 6
   تركيزThe organic layer was concentrated in vacuo

الإجراء التجريبي

To a solution of 1-tosyl-6,7-dihydro-1H-indazol-4(5H)-one (5 g, 17.22 mmol) in EtOH/THF (30 mL/30 mL)) was added NaBH4 (1.3 g, 34.44 mmol) under ice-bath. The mixture was stirred for 1 h at this temperature and quenched with aqueous NH4Cl solution. Removed the solvent under reduced pressure and extracted with DCM and the combined organic layer was washed with water, brine and dried over anhydrous Na2SO4. The organic layer was concentrated in vacuo and the residue 1-tosyl-4,5,6,7-tetrahydro-1H-indazol-4-ol (4.94 g, yield 98.2%) was used directly to next step. MS-ESI (m/z): 293 (M+1)+ (Acq Method: 10-80AB_2 min; Rt: 1.01 min)

المصدر