Ethanol → HCID 53757126, compound

HRID 1463629Notes

Reaction equation

HRID 1463629 reaction equation
C(OC([P:9]([C:14]([F:19])([F:18])[CH2:15][CH2:16][CH3:17])(=[O:13])[O:10][CH2:11][CH3:12])(OCC)C)C.C(O)C.C[Si](C)(C)Cl>O1CCCC1>[CH2:11]([O:10][P:9]([C:14]([F:19])([F:18])[CH2:15][CH2:16][CH3:17])[OH:13])[CH3:12]

Participants

5

Reactant 3

HCID 702EthanolHCID 6397ChlorotrimethylsilaneHCID 10402637HCID 10402637, compound

Product 1

HCID 53757126HCID 53757126, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 8.2 g (27.1 mMol) of ethyl 1,1-diethoxyethyl(1,1-difluorobutyl)phosphinate in 81 ml of dry tetrahydrofuran are added, with stirring at room temperature, 9 ml of ethanol and 5.1 ml (40.7 mMol) of trimethylchlorosilane. After 5 hours of stirring the reaction mixture is evaporated and the remaining oil is chromatographed on a silica gel column eluting with ether. The product-containing fractions are collected and the solvent is evaporated leaving 1,1-difluorobutylphosphonous acid ethyl ester as colorless oil, Rf=0.4 (CH2Cl2 /CH3COOH, 95+5).

Workup

  1. stirringAfter 5 hours of stirring the reaction mixture
  2. customis evaporated
  3. customthe remaining oil is chromatographed on a silica gel column
  4. washeluting with ether
  5. customThe product-containing fractions are collected
  6. customthe solvent is evaporated

Sources & evidence

ORD record
ord-1fb046ceabb04482a95f406c729b407e
Source dataset
uspto-grants-1994_04
Patent number
US05300679

Reaction notes

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