Hydrochloric Acid → HCID 14533171, compound

HRID 2073425Notes

Reaction equation

HRID 2073425 reaction equation
[F:1][C:2]([F:12])([F:11])[CH:3]([CH2:7][CH2:8][CH2:9][CH3:10])[CH2:4][CH2:5][OH:6].[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1.Cl>N1C=CC=CC=1>[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19]([O:6][CH2:5][CH2:4][CH:3]([C:2]([F:11])([F:12])[F:1])[CH2:7][CH2:8][CH2:9][CH3:10])(=[O:21])=[O:20])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 14533169HCID 14533169, compound

Product 1

HCID 14533171HCID 14533171, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0.48 g of 3-trifluoromethyl-1-heptanol was dissolved in 0.79 g of pyridine, and the solution was cooled with ice, followed by addition of 0.5 g of p-toluenesulfonyl chloride, stirring for 2 hours under cooling with ice and stirring for 2 hours at room temperature. After the reaction, the product was acidified with 2N-hydrochloric acid and extracted with methylene chloride. The resultant methylene chloride solution was washed with water and dried with magnesium sulfate, and the solvent was distilled off, whereby 3-trifluoromethylheptyl p-toluenesulfonate was obtained in an amount of 0.82 g (yield: 92%) and showed: [α]D23 +0.5, [α]43523 +2.2 (c 2, methylene chloride).

Workup

  1. temperaturethe solution was cooled with ice
  2. temperatureunder cooling with ice
  3. stirringstirring for 2 hours at room temperature
  4. customAfter the reaction
  5. extractionextracted with methylene chloride
  6. washThe resultant methylene chloride solution was washed with water
  7. dry with materialdried with magnesium sulfate
  8. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-102e81c997f74ef0b6b0a2f13cd84171
Source dataset
uspto-grants-1990_04
Patent number
US04917817

Reaction notes

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