Potassium Carbonate → HCID 15381206, compound

HRID 1740503Notes

Reaction equation

HRID 1740503 reaction equation
[OH:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([NH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:7][S:8][C:4]=2[CH:3]=1.[F:17][C:18]([F:24])([F:23])[CH2:19][CH2:20][CH2:21]Br.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[F:17][C:18]([F:24])([F:23])[CH2:19][CH2:20][CH2:21][O:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([NH:9][C:10](=[O:11])[O:12][CH2:13][CH3:14])=[CH:7][S:8][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 5210064-Bromo-1,1,1-trifluorobutaneHCID 15381204HCID 15381204, compound

Product 1

HCID 15381206HCID 15381206, compoundYield 90.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2.0 g (8.4 mmol) of ethyl 6-hydroxybenzothiophene-3-carbamate (obtained in Stage 13.5. of Example 13), 2.4 g (12.6 mmol) of 4,4,4-trifluoro-1-bromobutane and 2.3 g (16.8 mmol) of potassium carbonate in 30 ml of acetonitrile is heated at reflux for 90 min. The mixture is evaporated under reduced pressure and the residue is triturated in petroleum ether. 2.65 g of product are obtained.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 90 min
  3. customThe mixture is evaporated under reduced pressure
  4. customthe residue is triturated in petroleum ether

Sources & evidence

ORD record
ord-69002990a487482781458bcc47c8e7c7
Source dataset
uspto-grants-1999_10
Patent number
US05969146

Reaction notes

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