Acetic Acid → 2-(2,4-Dimethylphenyl)-5,5-dimethylcyclohexane-1,3-dione

HRID 46788

反応式

HRID 46788 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[CH:9](C#N)[CH2:10][CH2:11][C:12]([CH3:20])([CH3:19])[CH2:13][C:14]([O:16]CC)=O.Cl.C(O)(=[O:26])C.O>C(OCC)C>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[C:10](=[O:26])[CH2:11][C:12]([CH3:19])([CH3:20])[CH2:13][C:14]1=[O:16]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 313Hydrochloric Acid2 回HCID 962Water2 回HCID 13688117Ethyl 6-(2',4'-dimethylphenyl)-6-cyano-3,3-dimethylhexanoate

生成物 1

HCID 125563452-(2,4-Dimethylphenyl)-5,5-dimethylcyclohexane-1,3-dione収率 32%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  1. temperaturerefluxed for 48 hours
  2. custom24 hrs
  3. temperatureof refluxing
  4. waitAfter 48 hours
  5. stirringthe mixture shaken vigorously
  6. customA white, crystalline precipitate formed
  7. customthis was removed by suction filtration

出典と根拠

ORDレコード
ord-13710298dea34dabae9ec5d0ce5578ff
出典データセット
uspto-grants-1979_11
特許番号
US04175135

関連ノート

読み込み中…