Trifluoroacetic acid → HCID 14581389, compound

HRID 1935382Notes

Reaction equation

HRID 1935382 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:16]=[CH:15][C:10]2[NH:11][C:12](=[O:14])[O:13][C:9]=2[CH:8]=1)=O.[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20].C([SiH](CC)CC)C>O>[F:17][C:18]([F:23])([F:22])[C:19]([O:21][CH2:2][CH2:3][CH2:4][CH2:5][C:7]1[CH:16]=[CH:15][C:10]2[NH:11][C:12](=[O:14])[O:13][C:9]=2[CH:8]=1)=[O:20]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 14581388HCID 14581388, compound

Product 1

HCID 14581389HCID 14581389, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 100 ml three-necked round-bottomed flask equipped with dropping funnel, thermometer, and nitrogen inlet were added 10 grams (0.035 mol) 6-(4-bromobutyryl)-benzoxazolone and 26.08 ml (0.35 mol) trifluoroacetic acid. To the stirring suspension was added dropwise 12.93 ml (0.080 mol) triethylsilane, and the reaction stirred at room temperature for 16 hours. The reaction was then poured into water, and the resulting white solid filtered and washed with water. It was then suspended in isopropyl ether, stirred, and filtered to afford white solid 6-(4-trifluoroacetoxybutyl)-benzoxazolone, m.p. 100°-103° C., 10.47 grams (98.7%).

Workup

  1. customTo a 100 ml three-necked round-bottomed flask equipped
  2. filtrationthe resulting white solid filtered
  3. washwashed with water
  4. stirringstirred
  5. filtrationfiltered

Sources & evidence

ORD record
ord-a7e22eaefc564f01bb2bdc40cd203145
Source dataset
uspto-grants-2002_05
Patent number
US06387904B2

Reaction notes

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