HCID 20073070, compound → HCID 21429279, compound

HRID 437605Notes

Reaction equation

HRID 437605 reaction equation
[CH:1]1([C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)([OH:12])[CH2:5][CH2:6][N:7](C)[C:8](=O)C)[CH2:3][CH2:2]1.CC(C)([O-])C.[K+]>CS(C)=O>[CH:1]1([C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:20])([F:21])[F:22])[CH:14]=2)([OH:12])[CH2:5][CH2:6][NH:7][CH3:8])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 20073070HCID 20073070, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 21429279HCID 21429279, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of 5 g. (0.016 mole) of 1-cyclopropyl-3-(N-methylacetamido)-1-(3-trifluoromethylphenyl)-1-propanol, 2.9 g. (0.024 mole) of potassium tertiary butoxide and 25 ml. of dimethyl sulfoxide was warmed on a steam bath for 45 minutes. The mixture was cooled, poured into ice water and extracted with benzene. The benzene extract was dried over magnesium sulfate and concentrated to an oil which was distilled at 108° C./0.15 mm. The yield was 2.6 g. (59%).

Workup

  1. additionA mixture of 5 g
  2. temperatureThe mixture was cooled
  3. extractionextracted with benzene
  4. extractionThe benzene extract
  5. dry with materialwas dried over magnesium sulfate
  6. concentrationconcentrated to an oil which
  7. distillationwas distilled at 108° C./0.15 mm

Sources & evidence

ORD record
ord-72b555bd542145f8ab0c436f32bf0c5a
Source dataset
uspto-grants-1977_06
Patent number
US04031245

Reaction notes

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