반응 #168981

반응 방정식

K2CO3

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

iodomethane

→

methyl 6-methoxy-2,3-dihydro-benzo[1,4]dioxine

수율 85.0%

용매

DMF

반응 조건

후처리

1. 1
   여과After 16 hours the mixture was filtered
2. 2
   workup.ADDITIONThe solution was mixed with H2O
3. 3
   추출extracted with ethyl acetate
4. 4
   세척The combined organics were washed with brine
5. 5
   건조dried over MgSO4
6. 6
   여과filtered
7. 7
   농축concentrated in vacuo
8. 8
   기타Purification via flash chromatography (95:5 hexane/ethyl acetate)

실험 절차

To a mixture of K2CO3 (47.54 g, 344 mmol) and Bu4NI (1.256 g, 3.4 mmol) in DMF was added 2,3-dihydro-benzo[1,4]dioxin-6-ol (26.2 g, 172 mmol) followed by iodomethane (16.1 ml, 258 mmol). After 16 hours the mixture was filtered. The solution was mixed with H2O and extracted with ethyl acetate. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated in vacuo. Purification via flash chromatography (95:5 hexane/ethyl acetate) afforded methyl 6-methoxy-2,3-dihydro-benzo[1,4]dioxine (24.23 g, 85%) as a clear oil.

출처