HCID 19862943, compound → HCID 14716214, compound

HRID 1165300Notes

Reaction equation

HRID 1165300 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl[C:8]1([F:23])[C:12](Cl)([F:13])[O:11][C:10]([F:22])([C:15]([F:21])([F:20])[C:16]([F:19])([F:18])[F:17])[O:9]1>C1COCC1.[Ti](Cl)(Cl)(Cl)Cl>[F:22][C:10]1([C:15]([F:20])([F:21])[C:16]([F:17])([F:18])[F:19])[O:9][C:8]([F:23])=[C:12]([F:13])[O:11]1

Participants

5

Reactant 2

HCID 19862943HCID 19862943, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 14716214HCID 14716214, compoundYield 54%

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
30 °C

Procedure

To a 300 mL round-bottomed flask was charged lithium aluminum hydride (8.0 g, 0.211 mole) in THF (120 mL). Titanium (IV) chloride (9.84 g, 5.70 mL, 0.052 mole) was added with cooling. This mixture was heated to reflux for 30 minutes. After cooling to 30° C., the 4,5-dichloro-2,4,5-trifluoro-2-pentafluoroethyl-1,3-dioxolane (32.0 g, 0.102 mole) was introduced via a syringe while the temperature of the system was kept between 25° and 35° C. during the addition by cooling. After the addition was complete, the reaction mixture was stirred for an additional 5 to 10 minutes before distillation. 12.8 G (6.6 mL) of the desired product perfluoro-2-ethyl-1,3-dioxole (54% yield) was obtained: boiling point 40° C.

Workup

  1. temperaturewith cooling
  2. temperatureThis mixture was heated
  3. temperatureto reflux for 30 minutes
  4. additionwas kept between 25° and 35° C. during the addition
  5. temperatureby cooling
  6. additionAfter the addition

Sources & evidence

ORD record
ord-2c5a1d5451734e7dadeca208a5e50d4e
Source dataset
uspto-grants-1990_03
Patent number
US04908461

Reaction notes

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