Ethanol → HCID 10926216, compound

HRID 1721491Notes

Reaction equation

HRID 1721491 reaction equation
[CH2:1]1CCC(N=C=NC2CCCCC2)C[CH2:2]1.[C:16]([O:20][C:21]([NH:23][CH2:24][P:25]([CH2:28][NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])(=[O:27])[OH:26])=[O:22])([CH3:19])([CH3:18])[CH3:17].C(O)C>C1COCC1>[C:16]([O:20][C:21]([NH:23][CH2:24][P:25]([CH2:28][NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])(=[O:26])[O:27][CH2:1][CH3:2])=[O:22])([CH3:19])([CH3:18])[CH3:17]

Participants

5

Reactant 3

HCID 702EthanolHCID 10868DicyclohexylcarbodiimideHCID 11120883HCID 11120883, compound

Product 1

HCID 10926216HCID 10926216, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

DCC (190 mg; 0.92 mmol) in THF (4 ml) is added dropwise over the course of 4 minutes to a solution of the phosphinic acid 1 (270 mg; 0.83 mmol) in dry THF (4 ml) and absolute ethanol (0.30 ml; 5.15 mmol) which is boiling under reflux. After 1.5 hours (check via DC) the reaction solution is cooled to room temperature and filtered. The filtration residue is washed with ether.

Workup

  1. temperatureunder reflux
  2. filtrationfiltered
  3. washThe filtration residue is washed with ether

Sources & evidence

ORD record
ord-77f709fb997f492983ec49db22290d8b
Source dataset
uspto-grants-1996_04
Patent number
US05510504

Reaction notes

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