반응 #64057

반응 방정식

Iodotrimethylsilane

2-butyryl-3-hydroxy-5-(3-methoxymethyl-2,4,6-trimethylphenyl)cyclohex-2-en-1-one

→

2-butyryl-3-hydroxy-5-(3-hydroxymethyl-2,4,6-trimethylphenyl)cyclohex-2-en-1-one

수율 87.7%

용매

acetonitrile

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred for a further 4 hours
2. 2
   기타The solvent was evaporated
3. 3
   세척the residue was washed successively with dilute aqueous sodium hydroxide and acetic acid
4. 4
   workup.DISSOLUTIONdissolved in ethyl acetate
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   기타Evaporation under reduced pressure

실험 절차

Iodotrimethylsilane (0.3 ml) was added to a solution of 2-butyryl-3-hydroxy-5-(3-methoxymethyl-2,4,6-trimethylphenyl)cyclohex-2-en-1-one (0.5 g, 1.45 mmole) (see Example 36) in dry acetonitrile (10 ml) under nitrogen and the mixture was stirred at room temperature for 15 minutes. An aqueous solution of silver nitrate was added and the mixture was stirred for a further 4 hours. The solvent was evaporated and the residue was washed successively with dilute aqueous sodium hydroxide and acetic acid, then dissolved in ethyl acetate and dried over anhydrous sodium sulfate. Evaporation under reduced pressure yielded 2-butyryl-3-hydroxy-5-(3-hydroxymethyl-2,4,6-trimethylphenyl)cyclohex-2-en-1-one (0.42 g; 87.0%) as an oil.

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