반응 #214735

반응 방정식

water

ethyl 6-(2',4'-dimethylphenyl)-6-cyano-3,3-dimethylhexanoate

hydrochloric acid

acetic acid

water

HCl

→

2-(2',4'-Dimethylphenyl)-5,5-dimethyl-1,3-cyclohexanedione

수율 32.0%

용매

ethyl ether

반응 조건

후처리

1. 1
   온도refluxed for 48 hours
2. 2
   기타24 hrs
3. 3
   온도of refluxing
4. 4
   workup.WAITAfter 48 hours
5. 5
   workup.STIRRINGthe mixture shaken vigorously
6. 6
   기타A white, crystalline precipitate formed
7. 7
   기타this was removed by suction filtration

실험 절차

A one-neck round bottom flask was charged with 52.50 g (0.17 mol) of ethyl 6-(2',4'-dimethylphenyl)-6-cyano-3,3-dimethylhexanoate, 250 ml of concentrated hydrochloric acid, 250 ml of glacial acetic acid, and 100 ml of water. The reaction mixture was stirred and refluxed for 48 hours. After 12 hours and 24 hrs. of refluxing, an additional 100 ml of conc. HCl and 100 ml glacial HOAC were added. After 48 hours, the mixture was stripped to dryness under reduced pressure. To the residue were added 150 ml of water and 150 ml of ethyl ether, and the mixture shaken vigorously. A white, crystalline precipitate formed, and this was removed by suction filtration to give 13.20 g (32%) of 2-(2',4'-Dimethylphenyl)-5,5-dimethyl-1,3-cyclohexanedione as a white, crystalline solid, m.p. 167°-168.5° C.

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