Ethanol → HCID 10899886, 화합물

HRID 329473노트

반응식

HRID 329473 반응식
[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

참가 물질

5

반응물 4

HCID 702EthanolHCID 8082Piperidine2회HCID 8868Ethyl AcetoacetateHCID 118294744-Methoxy-4-methylpentanal

생성물 1

HCID 10899886HCID 10899886, 화합물

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b05b65604c98438ab94b09ec1a6e2082
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04891447

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