반응 #1294

반응 방정식

(S)-2-phthalimido-6-hydroxyhexanoic acid

cesium carbonate

methyl iodide

→

title product

수율 196.0%

(S)-2-Phthalimido-6-hydroxyhexanoic acid, methyl ester

수율 196.0%

용매

dimethylformamide

ethyl acetate

반응 조건

후처리

1. 1
   세척washed successively with water containing a small amount of sodium bisulfite, water, 50% saturated sodium bicarbonate, and brine
2. 2
   건조dried (sodium sulfate)
3. 3
   여과filtered

실험 절차

A slurry of (S)-2-phthalimido-6-hydroxyhexanoic acid (3.752 g., 13.5 mmol.) and cesium carbonate (2.178 g., 6.7 mmol.) in dimethylformamide (44 ml.) was treated with methyl iodide (3.0 ml., 6.84 g., 48.2 mmol.). After stirring at room temperature for 2 hours, the mixture was diluted with ethyl acetate and washed successively with water containing a small amount of sodium bisulfite, water, 50% saturated sodium bicarbonate, and brine, then dried (sodium sulfate), filtered and stripped to give the title product as a colorless oil (3.825 g.). The oil was homogeneous by TLC (1:1-acetone:hexanes) Rf =0.37.

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