Pyridine → HCID 86754218, compound

HRID 581848Notes

Reaction equation

HRID 581848 reaction equation
[CH:1]1([CH2:6][OH:7])[CH2:5][CH:4]=[CH:3][CH2:2]1.[C:8]1(C)[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1.N1C=CC=C[CH:20]=1>>[C:10]1([CH3:20])[C:11]([S:14]([O:7][CH2:6][CH:1]2[CH2:5][CH:4]=[CH:3][CH2:2]2)(=[O:15])=[O:16])=[CH:12][CH:13]=[CH:8][CH:9]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 1514122Cyclopent-3-en-1-ylmethanol

Product 1

HCID 86754218HCID 86754218, compoundYield 83.2%

Procedure

A mixture of (cyclopent-3-en-1-yl)methanol (1.96 g, 20 mmol) and para-toluenesulfonylchloride (3.81 g, 20 mmol) were stirred at room temperature for 2 hrs in pyridine (30 ml). After the concentration of pyridine, the reaction residues were extracted with dichloromethane, washed 1N HCl, dried with MgSO4, concentrated and separated by the column chromatography to give the desirable product (4.20 g).

Workup

  1. extractionAfter the concentration of pyridine, the reaction residues were extracted with dichloromethane
  2. washwashed 1N HCl
  3. dry with materialdried with MgSO4
  4. concentrationconcentrated
  5. customseparated by the column chromatography

Sources & evidence

ORD record
ord-82c9268c62c04cfea2182649ff42a46c
Source dataset
uspto-grants-1999_07
Patent number
US05922727

Reaction notes

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