(Diethylamino)sulfur trifluoride → HCID 15728473, compound

HRID 1645925Notes

Reaction equation

HRID 1645925 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8](O)[C:9]([F:16])([F:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][CH:7]=1.C(N(S(F)(F)[F:24])CC)C.C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([F:24])[C:9]([F:16])([F:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 123472(Diethylamino)sulfur trifluorideHCID 516892Sodium BicarbonateHCID 15728472HCID 15728472, compound

Product 1

HCID 15728473HCID 15728473, compoundYield 80.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 25 g of ethyl 3-(3-chlorophenyl)-3-hydroxy-2,2-difluoropropionate in 140 mL CH2Cl2 was treated with a solution of 14 g of diethylaminosulfurtrifluoride in 10 mL CH2Cl2 at room temperature. After 3 hours, the mixture was poured into aqueous NaHCO3, extracted with ethyl acetate, dried (Na2SO4) and evaporated. The residue was distilled (0.1 mm Hg) to give 18.7 g of an oil which was used directly.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried (Na2SO4)
  3. customevaporated
  4. distillationThe residue was distilled (0.1 mm Hg)

Sources & evidence

ORD record
ord-ba8f9a77618849a78cd9c11b905864bb
Source dataset
uspto-grants-1993_01
Patent number
US05177111

Reaction notes

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