Dimethylformamide → HCID 15075815, compound

HRID 2073823Notes

Reaction equation

HRID 2073823 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-ce26c97b41c945258ac376128b9e370c
Source dataset
uspto-grants-1990_04
Patent number
US04920120

Reaction notes

Loading…