Dimethylformamide → HCID 15075815, compound

HRID 1081400Notes

Reaction equation

HRID 1081400 reaction equation
[F:1][C:2]1[C:7]([Si](C)(C)C)=[C:6]([F:12])[C:5]([F:13])=[C:4]([CH3:14])[C:3]=1[C:15]1[O:16][CH2:17][C:18]([CH3:21])([CH3:20])[N:19]=1.[F-].[Cs+].CN(C)C=O>O>[F:1][C:2]1[CH:7]=[C:6]([F:12])[C:5]([F:13])=[C:4]([CH3:14])[C:3]=1[C:15]1[O:16][CH2:17][C:18]([CH3:21])([CH3:20])[N:19]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 25953Cesium fluorideHCID 15075812HCID 15075812, compound

Product 1

HCID 15075815HCID 15075815, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 12.0 g (38.0 mmol) of 2-[2,4,5-trifluoro-6-methyl-3-(trimethylsilyl)phenyl]-4,4-dimethyl-2-oxazoline, 5.85 g (38.5 mmol) of cesium fluoride, 110 mL of dimethylformamide, and 15 mL of water was stirred for 18 hours at room temperature. The reaction mixture was poured into water and extracted with ethyl acetate; the organic phase was washed with water, dried over magnesium sulfate, and concentrated to give 9.1 g of liquid.

Workup

  1. extractionextracted with ethyl acetate
  2. washthe organic phase was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-29f0e6b4ddf54c6192f4ad9bf97f212a
Source dataset
uspto-grants-1996_12
Patent number
US05585491

Reaction notes

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