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Pyridine → HCID 88084319, compound

HRID 581851
Notes
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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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
  • washwashed 1N HCl
  • dry with materialdried with MgSO4
  • concentrationconcentrated
  • customseparated by the column chromatography
  • Sources & evidence

    ORD record
    ord-752adc126ed945b7b6087687603e2034
    Source dataset
    uspto-grants-1999_07
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05922727

    Reaction notes

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