反応 #95403

反応方程式

hydrochloric acid

3-(9-methoxy-3-hydroxy-5,9-dimethyl-decanoyl)-4-butyrolactone

methanol

methanol

→

aimed compound

収率 52.1%

3-[1,9-dimethoxy-5,9-dimethyl-2(E)decenylidene]-4-butyrolactone

収率 52.1%

反応条件

後処理

1. 1
   workup.DISTILLATIONThe solvent is distilled off in vacuo
2. 2
   workup.DISSOLUTIONthe residue is dissolved in ether
3. 3
   洗浄the etheral solution is washed with distilled water
4. 4
   その他dried
5. 5
   workup.DISTILLATIONthe solvent is distilled off
6. 6
   その他the residue is purified by column chromatography (adsorbent
7. 7
   workup.ADDITIONKieselgel 60, solvent: a 10:0.1 mixture of benzene and methanol)

実験手順

1 ml of methanol saturated with hydrochloric acid is added to a solution of 1.05 g (0.0033 moles) of 3-(9-methoxy-3-hydroxy-5,9-dimethyl-decanoyl)-4-butyrolactone in 10 ml of dry methanol, and the mixture is allowed to stand at room temperature overnight. The solvent is distilled off in vacuo, the residue is dissolved in ether, the etheral solution is washed with distilled water, dried, the solvent is distilled off, and the residue is purified by column chromatography (adsorbent: Kieselgel 60, solvent: a 10:0.1 mixture of benzene and methanol). 0.54 g (52.1%) of the aimed compound are obtained; Rf =0.8 (developed with a 10:0.2 mixture of benzene and methanol).

出典