Ethanol → HCID 10899886、化合物

HRID 483696ノート

反応式

HRID 483696 の反応式
[CH3:1][O:2][C:3]([CH3:9])([CH3:8])[CH2:4][CH2:5][CH:6]=O.C(OCC)(=O)[CH2:11][C:12]([CH3:14])=O.N1CCCC[CH2:20]1.[CH2:25]([OH:27])[CH3:26]>>[CH3:1][O:2][C:3]([CH3:9])([CH3:8])[CH2:4][CH2:5][CH:6]1[CH2:14][C:12]([CH3:11])=[CH:20][C:25](=[O:27])[CH2:26]1

参加物

5

反応物 4

HCID 702EthanolHCID 8082Piperidine2 回HCID 8868Ethyl AcetoacetateHCID 118294744-Methoxy-4-methylpentanal

生成物 1

HCID 10899886HCID 10899886、化合物

実験手順

To a stirred mixture of 4-methoxy-4-methylpentanal (60 g, 0.46 mol) and ethyl acetoacetate (156 g 1.2 mol) at 5~C. was added a 21% solution of piperidine in ethanol (4.1 mL). Further additions (4×18 mL) of the piperidine solution were made at about 24 hour intervals. The mixture was heated at reflux for 7 hours and concentrated to about 200 mL volume. Methanol (420 mL), water (420 mL) and sodium hydroxide (24 g) were added and the resulting mixture was heated at reflux 16 hours. Workup gave 3-(3-methoxy-3-methylbut-1-yl)-5-methylcyclohex-5-en-1-one bp0.1 135-140~C. (69.2 g); NMR (CDCl3)δ1.2(s,6H), 0.9-1.6(m,5H), 1.9(s,3H), 5.9(brs,1H); IR(neat) 2975, 2930, 1675, 1640, 1380, 1080 cm-1 ; MS(m/e) 43, 73, 81, 109, 122, 163, 196.

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 7 hours
  3. concentrationconcentrated to about 200 mL volume
  4. additionMethanol (420 mL), water (420 mL) and sodium hydroxide (24 g) were added
  5. temperaturethe resulting mixture was heated
  6. temperatureat reflux 16 hours

出典と根拠

ORDレコード
ord-06bec18194c34f19abd8d6df683eba83
出典データセット
uspto-grants-1993_07
特許番号
US05225608

反応ノート

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