Triethylamine → 2-Acetyl-1,3-cyclohexanedione

HRID 393907

반응식

HRID 393907 반응식
[C:1](OC1C=CC([N+]([O-])=O)=CC=1)(=[O:3])[CH3:2].[C:14]1(=[O:21])[CH2:19][CH2:18][CH2:17][C:16](=[O:20])[CH2:15]1.C(N(CC)CC)C>CC(C)(O)C#N.C(#N)C>[C:1]([CH:15]1[C:16](=[O:20])[CH2:17][CH2:18][CH2:19][C:14]1=[O:21])(=[O:3])[CH3:2]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 104341,3-CyclohexanedioneHCID 132434-Nitrophenyl Acetate

생성물 1

HCID 1381042-Acetyl-1,3-cyclohexanedione수율 518.9%

시약·촉매·용매 2

HCID 6406Acetone Cyanohydrin촉매HCID 6342Acetonitrile용매

실험 절차

A 200-mL 2-necked round bottom flask was fitted with thermometer, reflux condenser, magnetic stirrer, and nitrogen bypass. The flask was charged with 4.53 g (25 mmol) of 4-nitrophenyl acetate, 2.94 g (26.25 mmol) of 1,3-cyclohexanedione, 5.69 g (56.25 mmol) of triethylamine, 0.22 g (2.5 mmol) of acetone cyanohydrin, and 60 mL of acetonitrile. The mixture was heated to reflux with stirring for 3 hr. The mixture was allowed to cool to room temperature and volatiles were removed under reduced pressure to give 20.0 g of red oil. Chromatographic separation on silica gel afforded the title product. 1H NMR (CDCl3): δ 1.99 (m, 2), 2.52 (m, 2), 2.62 (s, 3), 2.68 (m, 2).

후처리

  1. customA 200-mL 2-necked round bottom flask was fitted with thermometer
  2. temperaturereflux condenser, magnetic stirrer
  3. temperatureThe mixture was heated
  4. temperatureto reflux
  5. customvolatiles were removed under reduced pressure

출처 및 근거

ORD 기록
ord-4f62be12ed224d7fb63ccba478486fa4
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809206B2

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