Pyridine → HCID 88084319, compound

HRID 581851Notes

Reaction equation

HRID 581851 reaction equation
[C:1]1([CH2:6][OH:7])[CH2:5][CH2:4][CH2:3][CH: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][C:1]2[CH2:5][CH2:4][CH2:3][CH:2]=2)(=[O:15])=[O:16])=[CH:12][CH:13]=[CH:8][CH:9]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 110515841-Cyclopentene-1-methanol

Product 1

HCID 88084319HCID 88084319, compoundYield 89.6%

Procedure

A mixture of (cyclopent-1-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 (4.52 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-752adc126ed945b7b6087687603e2034
Source dataset
uspto-grants-1999_07
Patent number
US05922727

Reaction notes

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