Water → HCID 178476787, 화합물

HRID 1440692

반응식

HRID 1440692 반응식
[H-].[Na+].[CH2:3]([O:5][PH:6]([C:8](OCC)(OCC)[CH3:9])=[O:7])[CH3:4].BrC[CH:18]1[CH2:23][CH2:22]C=[CH:20][CH2:19]1.O>O1CCCC1>[CH2:3]([O:5][PH:6]([CH2:8][CH:9]1[CH2:22][CH2:23][CH:18]=[CH:19][CH2:20]1)=[O:7])[CH3:4]

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 5654734-(Bromomethyl)cyclohexeneHCID 178476820HCID 178476820, 화합물

생성물 1

HCID 178476787HCID 178476787, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

Under nitrogen, 8.7 g of sodium hydride (99%) dissolved in 600 ml of tetrahydrofuran are cooled to 15° and 75 g of 1,1-diethoxyethylphosphinic acid ethyl ester in 100 ml of tetrahydrofuran are added thereto in the course of 1 hour, the reaction temperature being maintained at less than 25°. The resulting suspension is stirred at room temperature for 2 hours and then a solution of 57.2 g of bromomethylcyclohex-3-ene in 100 ml of anhydrous tetrahydrofuran is added thereto in the course of 30 minutes. The mixture is heated at reflux for 24 hours, then cooled to 0°; 10 ml of water are added and the solvent is removed. The residue is dissolved in dichloromethane, washed twice with water, dried over sodium sulfate, concentrated to dryness by evaporation and distilled. The resulting 1,1-diethoxyethyl-(cyclohex-3-ene)-phosphinic acid ethyl ester is dissolved in 300 ml of dichloromethane that contains 10% by volume ethanol and left to stand at room temperature for 24 hours. Removal of the solvent and distillation yield cyclohex-3-enylmethylphosphinic acid ethyl ester;, 31P-NMR (CDCl3): δ=37.1 (s).

후처리

  1. temperatureare cooled to 15°
  2. temperaturein the course of 1 hour, the reaction temperature being maintained at less than 25°
  3. customin the course of 30 minutes
  4. temperatureThe mixture is heated
  5. temperatureat reflux for 24 hours
  6. temperaturecooled to 0°
  7. customthe solvent is removed
  8. dissolutionThe residue is dissolved in dichloromethane
  9. washwashed twice with water
  10. dry with materialdried over sodium sulfate
  11. concentrationconcentrated to dryness by evaporation
  12. distillationdistilled
  13. dissolutionThe resulting 1,1-diethoxyethyl-(cyclohex-3-ene)-phosphinic acid ethyl ester is dissolved in 300 ml of dichloromethane that
  14. waitleft
  15. waitto stand at room temperature for 24 hours
  16. customRemoval of the solvent and distillation

출처 및 근거

ORD 기록
ord-f8f4304999254a51bf04ddba8c7a2784
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05500418

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