تفاعل #64057

معادلة التفاعل

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

المردود 87.7%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر