Triethylamine → 2-Acetyl-1,3-cyclohexanedione

HRID 393907

反応式

HRID 393907 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 1381042-Acetyl-1,3-cyclohexanedione収率 518.9%

試薬・触媒・溶媒 2

HCID 6406Acetone Cyanohydrin触媒HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4f62be12ed224d7fb63ccba478486fa4
出典データセット
uspto-grants-2004_10
特許番号
US06809206B2

関連ノート

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