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

HRID 255446노트

반응식

HRID 255446 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7e600027997d44229c23d498a3df67c2
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04698093

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