Water → Ethyl diethoxymethyl(cyclohexylmethyl)phosphinate

HRID 1440681ノート

反応式

HRID 1440681 の反応式
[CH2:1]([O:3][PH:4]([CH:6]([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9])=[O:5])[CH3:2].[H-].[Na+].Br[CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.O>O1CCCC1>[CH2:1]([O:3][P:4]([CH:6]([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9])([CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 137636Cyclohexane, (bromomethyl)-HCID 178472284HCID 178472284、化合物

生成物 1

HCID 19090914Ethyl diethoxymethyl(cyclohexylmethyl)phosphinate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Under argon, a solution of 221 g of diethoxymethylphosphinic acid ethyl ester in 1000 ml of tetrahydrofuran is added dropwise in the course of 3 hours to a suspension of 26.4 g of 99% sodium hydride in 1500 ml of tetrahydrofuran, the temperature being maintained at 200°-25°. The reaction is exothermic and is associated with the evolution of gas. The mixture is stirred for 2 hours at room temperature and then 177.1 g of bromomethylcyclohexane are added in the course of 20 minutes; the mixture is stirred at reflux for 24 hours, then cooled to 0°, and 200 ml of water are carefully added. The solvent is removed under reduced pressure and the residue is partitioned between dichloromethane and water. The organic phase is separated off, dried over sodium sulfate and concentrated by evaporation under reduced pressure. The oil that remains behind is distilled under reduced pressure and yields diethoxymethyl(cyclohexylmethyl)phosphinic acid ethyl ester having a boiling point of 85° (6×10-4 bar).

後処理

  1. temperaturethe temperature being maintained at 200°-25°
  2. stirringthe mixture is stirred
  3. temperatureat reflux for 24 hours
  4. temperaturecooled to 0°
  5. customThe solvent is removed under reduced pressure
  6. customthe residue is partitioned between dichloromethane and water
  7. customThe organic phase is separated off
  8. dry with materialdried over sodium sulfate
  9. concentrationconcentrated by evaporation under reduced pressure
  10. distillationThe oil that remains behind is distilled under reduced pressure

出典と根拠

ORDレコード
ord-b391f5c28c8049fdbcb580bcec1cc6d3
出典データセット
uspto-grants-1996_03
特許番号
US05500418

反応ノート

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