反応 #1383265

反応方程式

4-chromanone

NaBH4

→

chroman-4-ol

溶媒

MeOH

反応条件

後処理

1. 1
   workup.ADDITIONAfter complete addition the mixture
2. 2
   その他The reaction was quenched with the slow addition of aq. NH4Cl (100 ml)
3. 3
   その他The MeOH was removed in vacuo
4. 4
   抽出the residue extracted with Et2O (2×100 ml)
5. 5
   乾燥The organic layers were dried over MgSO4
6. 6
   workup.ADDITIONtreated with activated carbon
7. 7
   ろ過After filtration the Et2O
8. 8
   その他was removed in vacuo

実験手順

To a MeOH (250 ml) solution of 4-chromanone (16.6 g, 11 mmol), at 0° C., was added NaBH4 (5.5 g, 145 mmol) in 1 g portions over a 30 min. period. After complete addition the mixture was stirred for 1 h with spontaneous warming. The reaction was quenched with the slow addition of aq. NH4Cl (100 ml). The MeOH was removed in vacuo and the residue extracted with Et2O (2×100 ml). The organic layers were dried over MgSO4 and treated with activated carbon. After filtration the Et2O was removed in vacuo to yield 15.8 g of chroman-4-ol as a clear oil. HRMS (ESI+) calcd for C9H10O2 m/z 150.0681 (M+H)+. Found 150.0679.

出典