반응 #66659

반응 방정식

NaHCO3

2,3-dihydro-benzo[1,4]dioxin-6-carboxaldehyde

mCPBA

→

2,3-dihydro-benzo[1,4]dioxin-6-ol

수율 96.7%

용매

CH2Cl2

반응 조건

후처리

1. 1
   추출the mixture was extracted with CH2Cl2 The combined
2. 2
   농축organics were concentrated in vacuo
3. 3
   workup.ADDITION200 ml 4M NaOH was added
4. 4
   추출extracted with ethyl acetate
5. 5
   세척The combined organics were washed with saturated NaHCO3
6. 6
   세척washed with brine
7. 7
   농축concentrated in vacuo
8. 8
   여과The solution was filtered
9. 9
   기타to remove the precipitate
10. 10
    기타separated
11. 11
    건조dried over MgSO4
12. 12
    여과filtered
13. 13
    농축concentrated in vacuo

실험 절차

To a solution of 2,3-dihydro-benzo[1,4]dioxin-6-carboxaldehyde (30.0 g, 183 mmol) in 500 ml CH2Cl2 was added mCPBA (37.85 g, 219 mmol). The suspension was heated to 50° C. After 16 h saturated NaHCO3 was added and the mixture was extracted with CH2Cl2 The combined organics were concentrated in vacuo and taken up in MeOH and 200 ml 4M NaOH was added. After 2 h the mixture was acidified with 4M HCl and extracted with ethyl acetate. The combined organics were washed with saturated NaHCO3, washed with brine, concentrated in vacuo, and taken up in CH2Cl2. The solution was filtered to remove the precipitate. The resulting solution was stirred with saturated NaHCO3 for 1 h, separated, dried over MgSO4, filtered and concentrated in vacuo to give 2,3-dihydro-benzo[1,4]dioxin-6-ol (26.92 g, 94%).

출처