반응 #339986

반응 방정식

2-hydroxy-5-methylbenzaldehyde

K2CO3

ethyl bromoacetate

→

title compound 25

수율 31.0%

Ethyl 5-Methyl-benzofuran-2-carboxylate

수율 31.0%

용매

DMF

반응 조건

후처리

1. 1
   workup.ADDITIONwas added drop-wise
2. 2
   온도was then heated to 80° C.
3. 3
   workup.STIRRINGstirred overnight
4. 4
   기타The reaction was quenched with H2O
5. 5
   기타to form a precipitate which
6. 6
   여과was collected by filtration
7. 7
   기타purified by flash chromatography (eluent 5% EtOAc in hexane)

실험 절차

To a stirred suspension of 2-hydroxy-5-methylbenzaldehyde (5 g, 36.7 mmol) and K2CO3 (12.7 g, 91.8 mmol) in DMF (30 mL), ethyl bromoacetate (4.07 ml, 36.7 mmol) was added drop-wise. This mixture was allowed to stir for two hours under nitrogen at room temperature, and was then heated to 80° C. and stirred overnight. The reaction was quenched with H2O to form a precipitate which was collected by filtration and purified by flash chromatography (eluent 5% EtOAc in hexane) to give the title compound 25 (2.30 g, 31%). 1H-NMR (CDCl3) δ: 1.45 (t, J=7.0 Hz, 3H); 2.47 (s, 3H); 4.45 (q, J=7.0 Hz, 2H); 7.26 (m, 1H); 7.46 (m, 3H).

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