Hydrochloric Acid → HCID 14533171, compound

HRID 2073634Notes

Reaction equation

HRID 2073634 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].N1C=CC=CC=1.[C:19]1([CH3:29])[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1.Cl>O>[C:19]1([CH3:29])[CH:24]=[CH:23][C:22]([S:25]([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:27])=[O:26])=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 14533169HCID 14533169, compound

Product 1

HCID 14533171HCID 14533171, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a round-bottomed flask, 3.3 g of (-)-3-trifluoromethyl-1-heptanol and 5.7 g of pyridine were placed and stirred, and 3.4 g of p-toluenesulfonyl chloride was added, followed by 4 hours of reaction at 15°-20° C. The reaction mixture was poured into water, acidified with hydrochloric acid and extracted with diethyl ether, followed further by drying with sodium sulfate, and distilling-off of the solvent to obtain 5.3 g of (+)-3-trifluoromethylheptyl p-toluenesulfonate.

Workup

  1. customfollowed by 4 hours of reaction at 15°-20° C
  2. extractionextracted with diethyl ether
  3. dry with materialby drying with sodium sulfate

Sources & evidence

ORD record
ord-4c4723593d204b18926fdb1541d7868e
Source dataset
uspto-grants-1990_04
Patent number
US04918213

Reaction notes

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