반응 #3222

반응 방정식

water

sodium hydride

2-(tert-butoxycarbonylamino)-4,6-dichloro-5-methoxybenzoic acid

iodomethane

→

title compound

수율 96.0%

Methyl 2-(tert-butoxycarbonylamino)-4,6-dichloro-5-methoxybenzoate

수율 96.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타a precipitate formed which
2. 2
   workup.DISSOLUTIONslowly redissolved
3. 3
   workup.STIRRINGTo the resulting stirred solution
4. 4
   workup.STIRRINGAfter stirring at room temperature for 1.5 hr
5. 5
   추출the resulting mixture extracted with ether
6. 6
   세척The combined ether extracts were washed with brine
7. 7
   건조dried (MgSO4)
8. 8
   여과filtered
9. 9
   농축concentrated

실험 절차

To a cold (ice bath) stirred solution of 2-(tert-butoxycarbonylamino)-4,6-dichloro-5-methoxybenzoic acid (2.0 g, 5.9 mM) in 20 mL of dry dimethylformamide under a nitrogen atmosphere was added sodium hydride (0.24 g, 5.9 mM); a precipitate formed which slowly redissolved on stirring. To the resulting stirred solution was added iodomethane (8.4 g, 59 mM). After stirring at room temperature for 1.5 hr, the reaction mixture was poured into water and the resulting mixture extracted with ether. The combined ether extracts were washed with brine, dried (MgSO4), filtered and concentrated to leave the title compound as a yellow oil (2.0 g, 96%); MS(CI): 350 (M+H).

출처