Ethanol → HCID 18931714, compound

HRID 1599196Notes

Reaction equation

HRID 1599196 reaction equation
[CH3:1][CH2:2][O-:3].[Na+].[Cl:5][CH:6]([C:11]1([O:19][CH2:18][CH2:17][O:16]1)[C:12]([F:15])([F:14])[F:13])C(F)(F)F.S(=O)(=O)(O)O.[CH2:25]([OH:27])[CH3:26]>>[Cl:5][CH:6]([C:11]1([O:16][CH2:17][CH2:18][O:19]1)[C:12]([F:13])([F:14])[F:15])[CH2:1][C:2]([O:27][CH2:25][CH3:26])=[O:3]

Participants

5

Reactant 4

HCID 702Ethanol2×HCID 1118Sulfuric AcidHCID 2723922Sodium ethoxideHCID 18931708HCID 18931708, compound

Product 1

HCID 18931714HCID 18931714, compound

Procedure

80 g of a 20% strength solution of sodium ethylate in ethanol were added to 30 g of 2-chloro-1,1,1,4,4,4-hexafluoro-3,3-ethylenedioxybutane in 30 ml of ethanol and the mixture was stirred under reflux for 10 hours. 100 ml of 50% strength sulfuric acid were then metered in and the mixture was stirred under reflux for 6 hour. It was poured onto ice and extracted with methylene chloride. After drying over sodium sulfate and removal of the solvent and subsequent distillation in vacuo, 24 g of ethyl 2-chloro-4,4,4-trifluoro-3,3-ethylenedioxybutanecarboxylate of boiling point 108° C./20 mbar were obtained.

Workup

  1. temperatureunder reflux for 10 hours
  2. stirringwas stirred
  3. temperatureunder reflux for 6 hour
  4. additionIt was poured onto ice
  5. extractionextracted with methylene chloride
  6. dry with materialAfter drying over sodium sulfate and removal of the solvent and subsequent distillation in vacuo, 24 g of ethyl 2-chloro-4,4,4-trifluoro-3,3-ethylenedioxybutanecarboxylate of boiling point 108° C./20 mbar
  7. customwere obtained

Sources & evidence

ORD record
ord-62ee5999c210413e96777416f7f8196f
Source dataset
uspto-grants-1998_04
Patent number
US05739394

Reaction notes

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