Hydrochloric Acid → HCID 14533171, compound

HRID 2073630Notes

Reaction equation

HRID 2073630 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[F:12][C:13]([F:23])([F:22])[CH:14]([CH2:18][CH2:19][CH2:20][CH3:21])[CH2:15][CH2:16][OH:17].N1C=CC=CC=1.Cl>>[S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)([O:17][CH2:16][CH2:15][CH:14]([C:13]([F:12])([F:22])[F:23])[CH2:18][CH2:19][CH2:20][CH3:21])(=[O:9])=[O:8]

Participants

5

Reactant 4

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

Product 1

HCID 14533171HCID 14533171, compoundYield 93.2%

Procedure

500 mg (2.62 mmol) of p-toluenesulfonyl chloride was added to a mixture of 480 mg (2.6 mmol) of (+)-3-trifluoromethyl-1-heptanol and 790 mg (10 mmol) of pyridine, and the resultant mixture was stirred for 2 hours at room temperature. After the reaction, the mixture was neutralized with 2M-hydrochloric acid and extracted with methylene chloride to obtain 820 mg of 3-trifluoromethylheptyl tosylate from the resultant methylene chloride layer. [α]D23 +0.5° (c 2, CH2Cl2), [α]43523 +2.2° (c 2, CH2Cl2),

Workup

  1. customAfter the reaction
  2. extractionextracted with methylene chloride

Sources & evidence

ORD record
ord-a289fefc8df54610b7e3415efa2747e7
Source dataset
uspto-grants-1990_04
Patent number
US04918213

Reaction notes

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