반응 #713712

반응 방정식

iodomethane

methyl 1-hydroxycyclopropane-1-carboxylate

NaH

→

methyl 1-methoxycyclopropane-1-carboxylate

수율 98.2%

용매

DMF

반응 조건

후처리

1. 1
   온도to slowly warm to RT
2. 2
   workup.STIRRINGstirred for 2 h
3. 3
   기타The mixture was quenched with satd
4. 4
   workup.ADDITIONNH4Cl, diluted with water
5. 5
   추출extracted with Et2O (3×)
6. 6
   세척The combined organics were washed with water
7. 7
   건조brine, dried
8. 8
   농축concentrated

실험 절차

A 0° C. solution of methyl 1-hydroxycyclopropane-1-carboxylate (1 g, 8.61 mmol) in DMF (10 mL) was treated with NaH (60% in mineral oil, 0.689 g, 17.22 mmol), stirred at 0° C. for 0.5 h, treated with iodomethane (0.646 mL, 10.33 mmol), allowed to slowly warm to RT and stirred for 2 h. The mixture was quenched with satd. NH4Cl, diluted with water and extracted with Et2O (3×). The combined organics were washed with water, then brine, dried and concentrated to afford methyl 1-methoxycyclopropane-1-carboxylate (1.10 g, 98%). 1H NMR (400 MHz, DMSO-d6): δ 3.62 (s, 3H), 3.27 (s, 3H), 1.12-1.11 (m, 4H).

출처