تفاعل #66660

معادلة التفاعل

K2CO3

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

iodomethane

→

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

المردود 85.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   ترشيحAfter 16 hours the mixture was filtered
2. 2
   workup.ADDITIONThe solution was mixed with H2O
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلThe combined organics were washed with brine
5. 5
   تجفيفdried over MgSO4
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated in vacuo
8. 8
   أخرىPurification via flash chromatography (95:5 hexane/ethyl acetate)

الإجراء التجريبي

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.

المصدر