HCID 13268818, compound → HCID 13268828, compound

HRID 1081390Notes

Reaction equation

HRID 1081390 reaction equation
F[C:2]1[C:7]([C:8]2[O:9][CH2:10][C:11]([CH3:14])([CH3:13])[N:12]=2)=[C:6]([F:15])[C:5]([F:16])=[C:4]([F:17])[C:3]=1[F:18].[CH3:19][Li]>CCOCC.O>[F:15][C:6]1[C:5]([F:16])=[C:4]([F:17])[C:3]([F:18])=[C:2]([CH3:19])[C:7]=1[C:8]1[O:9][CH2:10][C:11]([CH3:14])([CH3:13])[N:12]=1

Participants

5

Reactant 2

HCID 13268818HCID 13268818, compoundHCID 178418348HCID 178418348, compound

Product 1

HCID 13268828HCID 13268828, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
-20 °C

Procedure

A solution of 21.2 g (80.0 mmol) of 2-(pentafluorophenyl)-4,4-dimethyl-2-oxazoline (Bull. Chem. Soc. Jpn., 57, 225 (1984)) in 300 mL of dry ether was cooled to -20° C. under argon and treated with 60 mL of 1.6M methyl lithium (96.0 mmol). The solution was stirred at -20° C. for 2 hours, then stirred at room temperature overnight. The mixture was diluted with water, and the organic layer was dried over magnesium sulfate and concentrated to give 20.8 g of the title compound as an orange oil.

Workup

  1. stirringstirred at room temperature overnight
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-2e50fe3bdf884f13b105506e674d0ae9
Source dataset
uspto-grants-1996_12
Patent number
US05585491

Reaction notes

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