Phosphorus oxide (P4O10) → HCID 19830304, compound

HRID 1156426Notes

Reaction equation

HRID 1156426 reaction equation
[F:1][C:2]1([C:16]([F:19])([F:18])[F:17])[O:7][C:6]([F:9])([F:8])[C:5](F)([C:10]([F:13])([F:12])[F:11])[O:4][C:3]1=[O:15].[O-2].[Ca+2].[O:22]=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O>[O:15]=[C:3]1[C:2]([F:1])([C:16]([F:17])([F:18])[F:19])[O:7][C:6]([F:9])([F:8])[C:5]([OH:22])([C:10]([F:12])([F:11])[F:13])[O:4]1

Participants

5

Reactant 3

HCID 14812Phosphorus oxide (P4O10)HCID 110958Perfluoro-3,6-dimethyl-1,4-dioxan-2-oneHCID 6850728Calciumoxide

Product 1

HCID 19830304HCID 19830304, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Perfluoro(2-oxo-3,6-dimethyl-1,4-dioxane), 314 g (1.01 mol), was added dropwise to a slurry of 56.1 g (1.0 mol) of calcium oxide in 500 ml of water while the slurry was stirred in an ice bath. The resultant mixture was stirred for one hour, heated nearly to reflux for 30 min, and stirred for about 65 h. Upon evaporation of the water, the crystalline residue which remained was treated portionwise with 450 g (3.2 mol) of P2O5. The resultant mixture was heated slowly (exothermic reaction) to 150° and then distilled to give 246 g of crude 2-oxo-6-hydroxyperfluoro(3,6-dimethyl-1,4-dioxane), bp 70°-75° (50 mm); upon redistillation from a small amount of P2O5 208 g (67%) of purified lactol was recovered, bp 71°-73° (50 mm). IR: 2.90 (free OH), 5.51 (fluorolactone C=O), 7.5-10μ (C--F, C--O). NMR: 19F -82.7 (several m, 7, CF3 +part of AB for O--CF2) -113.0 and -115.6 ppm (m, 1 CF).

Workup

  1. temperatureheated nearly
  2. temperatureto reflux for 30 min
  3. stirringstirred for about 65 h
  4. customUpon evaporation of the water
  5. custom(exothermic reaction) to 150°
  6. distillationdistilled

Sources & evidence

ORD record
ord-987a06d399d34e4485333962878eddb9
Source dataset
uspto-grants-1982_06
Patent number
US04335255

Reaction notes

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