Diethylphosphite → HCID 86749763, compound

HRID 1079100Notes

Reaction equation

HRID 1079100 reaction equation
[P:1]([O-:8])([O:5][CH2:6][CH3:7])[O:2][CH2:3][CH3:4].N12CCCNC1CCCC=C2.[CH2:20]([CH:32]([O:36][S:37]([OH:40])(=[O:39])=[O:38])[C:33](=[O:35])[CH3:34])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>O1CCCC1>[CH2:20]([CH:32]([O:36][S:37]([OH:40])(=[O:39])=[O:38])[C:33]([OH:35])([CH3:34])[P:1]([O:5][CH2:6][CH3:7])(=[O:8])[O:2][CH2:3][CH3:4])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Participants

5

Reactant 3

HCID 3780918DiethylphosphiteHCID 98128211,8-Diazabicyclo[5.4.0]undec-2-eneHCID 19428709HCID 19428709, compound

Product 1

HCID 86749763HCID 86749763, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

11.3 g (81.9 mmol) of diethyl phosphite and 2 ml of 1,8-diazabicyclo[5.4.0]undecene (DBU) are initially introduced into 200 ml of anhydrous tetrahydrofuran, a solution of 15.0 g (81.9 mmol) of dodecylsulfoxyacetone in 50 ml of tetrahydrofuran is added dropwise, and the mixture is subsequently refluxed for 8 hours. When the solution has cooled, it is washed twice using saturated sodium chloride solution and dried over sodium sulfate, and the solvent is distilled off, finally at 0.5 mbar and 60° C. bath temperature.

Workup

  1. temperaturethe mixture is subsequently refluxed for 8 hours
  2. temperatureWhen the solution has cooled
  3. washit is washed twice using saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. distillationthe solvent is distilled off, finally at 0.5 mbar and 60° C. bath temperature

Sources & evidence

ORD record
ord-1f99c1c4a58442ed9204c10d43fe52d6
Source dataset
uspto-grants-1996_08
Patent number
US05550276

Reaction notes

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