Toluene → HCID 68293493, compound

HRID 2405691Notes

Reaction equation

HRID 2405691 reaction equation
COC1C=C(OC)C=CC=1C[NH:6][S:7]([CH:10]([C:15]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][CH:16]=1)[C:11]([OH:14])([CH3:13])[CH3:12])(=[O:9])=[O:8].FC(F)(F)C(O)=O.C1(C)C=CC=CC=1>ClCCl>[Br:21][C:18]1[CH:19]=[CH:20][C:15]([CH:10]([S:7]([NH2:6])(=[O:8])=[O:9])[C:11]([OH:14])([CH3:13])[CH3:12])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 68293504HCID 68293504, compound

Product 1

HCID 68293493HCID 68293493, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of N-(2,4-dimethoxybenzyl)-1-(4-bromophenyl)-2-hydroxy-2-methylpropane-1-sulfonamide from the above reaction in 150 ml of dichloromethane was admixed with 50 ml of trifluoroacetic acid and stirred at room temperature for 17 hours. The starting solution was coevaporated twice with 100 ml of toluene and the crude product was purified using a Flashmaster with an n-heptane/ethyl acetate gradient by means of normal phase chromotography. The product-containing fractions were combined and concentrated by rotary evaporation. This gave the product (16 g) with a molecular weight of 308.2 g/mol (C10H14BrNO3S).

Workup

  1. customthe crude product was purified
  2. concentrationconcentrated by rotary evaporation

Sources & evidence

ORD record
ord-3825dadeb21a4772a085b091aa9ba4cc
Source dataset
uspto-grants-2014_08
Patent number
US08809324B2

Reaction notes

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