4-Toluenesulfonyl chloride → HCID 58478814, compound

HRID 1254151Notes

Reaction equation

HRID 1254151 reaction equation
O[CH:2]([C:5]1[CH:9]=[CH:8][S:7][C:6]=1[C:10]([OH:12])=[O:11])[CH2:3][CH3:4].S(Cl)(C1C=CC(C)=CC=1)(=O)=O>ClCCl>[CH2:3]([CH:2]1[O:12][C:10](=[O:11])[C:6]2[S:7][CH:8]=[CH:9][C:5]1=2)[CH3:4]

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 58478744HCID 58478744, compound

Product 1

HCID 58478814HCID 58478814, compoundYield 296.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3-(1-Hydroxy-propyl)-thiophene-2-carboxylic acid (25 mg) in Dichloromethane (4 ml) and triethylamide (1.5 mL) is treated with TsCl (50 mg) and reaction is stirred at room temperature overnight. The reaction mixture is concentrated and the product is purified by chromatography (silica gel, 20% ethyl acetate/hexane) to give the title compound (67 mg, 13% yield).

Workup

  1. concentrationThe reaction mixture is concentrated
  2. customthe product is purified by chromatography (silica gel, 20% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-51d898f970824a43972414e4099b6023
Source dataset
uspto-grants-2013_06
Patent number
US08455535B2

Reaction notes

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