Water → 3-Ethyl 5-methyl 6-(difluoromethyl)-4-(diethoxyphosphinyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

HRID 255446ノート

反応式

HRID 255446 の反応式
[Na].[P:2]([O-:9])([O:6][CH2:7][CH3:8])[O:3][CH2:4][CH3:5].[F:10][CH:11]([F:32])[C:12]1[N:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[C:15]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:14](F)[C:13]=1[C:28]([O:30][CH3:31])=[O:29].O>C1COCC1>[F:32][CH:11]([F:10])[C:12]1[N:17]=[C:16]([C:18]([F:21])([F:19])[F:20])[C:15]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:14]([P:2]([O:6][CH2:7][CH3:8])([O:3][CH2:4][CH3:5])=[O:9])[C:13]=1[C:28]([O:30][CH3:31])=[O:29]

参加物

6

反応物 4

HCID 962WaterHCID 3780918DiethylphosphiteHCID 5360545SodiumHCID 140137723-Ethyl 5-methyl 6-(difluoromethyl)-4-fluoro-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

生成物 1

HCID 140137733-Ethyl 5-methyl 6-(difluoromethyl)-4-(diethoxyphosphinyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate収率 78.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 0.26 g (0.011 mol) of sodium metal in 35 ml of dry THF was added 3.14 g (0.023 mol) of diethyl phosphite. This solution was stirred at room temperature under a N2 atmosphere for 18 hours. To this salt solution was added 2.0 g (0.006 mol) of product of Example 107. This mixture was stirred at reflux for 18 hours. The mixture was cooled to room temperature and poured into H2O. The H2O mixture was extracted twice with diethyl ether. The combined ether phases were then washed with H2O, dried (MgSO4), and concentrated in vacuo affording 2.18 g of an orange oil. This oil was kugelrohr distilled at 80 and collected at 150°-151° C. pot temperature yielding 1.68 g (63%) of a clear oil, n25D 1.4536.

後処理

  1. stirringThis mixture was stirred
  2. temperatureat reflux for 18 hours
  3. temperatureThe mixture was cooled to room temperature
  4. extractionThe H2O mixture was extracted twice with diethyl ether
  5. washThe combined ether phases were then washed with H2O
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-7e600027997d44229c23d498a3df67c2
出典データセット
uspto-grants-1987_10
特許番号
US04698093

反応ノート

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