4-Toluenesulfonyl chloride → HCID 58478814, compound

HRID 1011419Notes

Reaction equation

HRID 1011419 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-41b71c79d819445d9ffa17a3163520f6
Source dataset
uspto-grants-2011_07
Patent number
US07977351B2

Reaction notes

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