Methyl p-toluenesulfonate → HCID 20257076, compound

HRID 637541Notes

Reaction equation

HRID 637541 reaction equation
[C:1]1([CH3:12])[CH:6]=[CH:5][C:4]([S:7]([O:10]C)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH3:13][S:14][CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH:26]([OH:30])[CH2:27][O:28][CH3:29])=[CH:20][CH:19]=1>CCOCC>[C:1]1([CH3:12])[CH:2]=[CH:3][C:4]([S:7]([O-:10])(=[O:8])=[O:9])=[CH:5][CH:6]=1.[OH:30][CH:26]([CH2:27][O:28][CH3:29])[CH2:25][O:24][C:21]1[CH:22]=[CH:23][C:18]([O:17][CH2:16][CH2:15][S+:14]([CH3:1])[CH3:13])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 20257102HCID 20257102, compound

Product 1

HCID 20257076HCID 20257076, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 6 g quantity of methyl p-toluenesulfonate was added to 2.72 g of 2-{4-(2-hydroxy-3-methoxypropoxy)phenoxy}ethyl methyl sulfide. The mixture was stirred at room temperature for 12 hours. Ether was added to the reaction mixture and the insoluble solid was separated and recrystallized from ethanol-ether, giving 4.15 g of 2-{4-(2-hydroxy-3-methoxypropoxy)phenoxy}ethyldimethylsulfonium p-toluenesulfonate in 90.4% yield, M.P. 88° to 91° C.

Workup

  1. customthe insoluble solid was separated
  2. customrecrystallized from ethanol-ether

Sources & evidence

ORD record
ord-749faf5664c84b5a9dbb1b1280df27ba
Source dataset
uspto-grants-1985_12
Patent number
US04556737

Reaction notes

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