4-Toluenesulfonyl chloride → p-Toluenesulfonate

HRID 648479Notes

Reaction equation

HRID 648479 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.[C:12]1([CH:18]2[N:22](CCC3C=CC(OC)=C(OC)C=3)[CH2:21][CH:20](CO)[O:19]2)C=CC=CC=1>N1C=CC=CC=1>[S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)([O-:19])(=[O:9])=[O:8].[OH:8][CH2:12][CH:18]1[NH:22][CH2:21][CH2:20][O:19]1

Participants

5

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 12877852{3-[2-(3,4-Dimethoxyphenyl)ethyl]-2-phenyl-1,3-oxazolidin-5-yl}methanol

Product 2

HCID 85570p-ToluenesulfonateHCID 21937638HCID 21937638, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In an operation carried out in a manner similar to that described in Example 1, p-toluenesulfonyl chloride is added portionwise to a cooled to 10° C. solution of 2-phenyl-3-(3,4-dimethoxyphenylethyl)-5-(hydroxymethyl)oxazolidine in pyridine while the temperature is maintained below 25° C. to obtain a tosylate of the 2-hydroxymethyloxazolidine as intermediate.

Workup

  1. additionis added portionwise to
  2. temperatureis maintained below 25° C.

Sources & evidence

ORD record
ord-d344f49efd674721aa5c7830f8ec58ed
Source dataset
uspto-grants-1988_04
Patent number
US04735961

Reaction notes

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