تفاعل #63555

معادلة التفاعل

HCl

acetal

4-phenoxyphenoxyacetaldehyde diethyl acetal

→

4-phenoxyphenoxyacetaldehyde

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   workup.DISTILLATIONSubsequently, the tetrahydrofuran is distilled off in vacuo
2. 2
   غسيلthe resultant solution is washed repeatedly with saturated sodium bicarbonate solution and finally with water
3. 3
   تجفيفThe ethereal phase is dried over sodium sulfate
4. 4
   workup.DISTILLATIONthe solvent is distilled off entirely
5. 5
   أخرىThe crude aldehyde is purified by chromatography over silica gel (eluant
6. 6
   workup.ADDITIONa 1:1 mixture of diethyl ether and hexane),

الإجراء التجريبي

280 ml of 1N HCl are added to a solution of 170 g of the acetal obtained in step (a) in 2000 ml of tetrahydrofuran, and the batch is stirred, under nitrogen, for 21 hours at 45° C. Subsequently, the tetrahydrofuran is distilled off in vacuo, the residue is taken up in diethyl ether and the resultant solution is washed repeatedly with saturated sodium bicarbonate solution and finally with water. The ethereal phase is dried over sodium sulfate and the solvent is distilled off entirely. The crude aldehyde is purified by chromatography over silica gel (eluant: a 1:1 mixture of diethyl ether and hexane), affording pure 4-phenoxyphenoxyacetaldehyde with a melting point of 79°-81° C.

المصدر