2-Chloroethanol → HCID 14401463, compound

HRID 1193587Notes

Reaction equation

HRID 1193587 reaction equation
[CH3:1][O:2][C:3]([F:18])([F:17])[C:4]([C:7]([C:9]([F:16])([F:15])[C:10]([F:14])([F:13])[O:11][CH3:12])=[O:8])([F:6])[F:5].Cl[CH2:20][CH2:21][OH:22].C([O-])([O-])=O.[K+].[K+]>CCOCC>[CH3:12][O:11][C:10]([F:13])([F:14])[C:9]([F:15])([F:16])[C:7]1([C:4]([F:6])([F:5])[C:3]([F:17])([F:18])[O:2][CH3:1])[O:22][CH2:21][CH2:20][O:8]1

Participants

5

Reactant 3

HCID 342-ChloroethanolHCID 11430Potassium CarbonateHCID 1648321,5-bis(Methoxy)perfluoro-3-pentanone

Product 1

HCID 14401463HCID 14401463, compoundYield 60.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 58 g (about 0.2 mol) of crude bis(2-methoxytetrafluoroethyl)ketone, 16.9 g (0.21 mol) of 2-chloroethanol, and 50 mL of ether was stirred while 29.0 g (0.21 mol) of anhydrous K2CO3 were added in portions with cooling. The resulting reaction mixture was stirred overnight, filtered and distilled to give 40.7 g of 2,2-bis(2-methoxytetrafluoroethyl)-1,3-dioxolane, b.p. 81° at 40 Pa (0.3 mm), m.p. 30°-40°. Dissolution of the resulting filter cake in water, filtration of the resulting mixture and drying gave another 8.5 g of product, m.p. 38.5°-40°, for a total yield of 49.2 g (74%). IR (CCl4) and NMR (CCl4) of the product were consistent with the assigned structure.

Workup

  1. additionwere added in portions
  2. temperaturewith cooling
  3. customThe resulting reaction mixture
  4. filtrationfiltered
  5. distillationdistilled

Sources & evidence

ORD record
ord-7d869aff218b4fdfabb1eff2077cfd97
Source dataset
uspto-grants-1989_03
Patent number
US04810806

Reaction notes

Loading…