(E)-3-[1-(3-Bromo-benzenesulfonyl)-1H-pyrrol-3-yl]-acrylic acid tert-butyl ester → (E)-3-[1-(3-bromo-benzenesulfonyl)-1H-pyrrol-3-yl]-acrylic acid

HRID 2408460Notes

Reaction equation

HRID 2408460 reaction equation
C([O:5][C:6](=[O:24])/[CH:7]=[CH:8]/[C:9]1[CH:13]=[CH:12][N:11]([S:14]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([Br:23])[CH:18]=2)(=[O:16])=[O:15])[CH:10]=1)(C)(C)C>ClCCl>[Br:23][C:19]1[CH:18]=[C:17]([S:14]([N:11]2[CH:12]=[CH:13][C:9](/[CH:8]=[CH:7]/[C:6]([OH:24])=[O:5])=[CH:10]2)(=[O:15])=[O:16])[CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 1

HCID 66646069(E)-3-[1-(3-Bromo-benzenesulfonyl)-1H-pyrrol-3-yl]-acrylic acid tert-butyl ester

Product 1

HCID 68526317(E)-3-[1-(3-bromo-benzenesulfonyl)-1H-pyrrol-3-yl]-acrylic acidYield 44.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2.0 g (E)-3-[1-(3-bromo-benzenesulfonyl)-1H-pyrrol-3-yl]-acrylic acid tert-butyl ester with 60 ml dichloromethane and 6.0 ml TEA is stirred at ambient temperature for 24 h. The dichloromethane and TFA is evaporated and the residue is coevaporated with toluene for a few times. By this method 0.77 g brown solid is obtained.

Workup

  1. customThe dichloromethane and TFA is evaporated

Sources & evidence

ORD record
ord-65e130f6475a4163951979faf2bd9ae9
Source dataset
uspto-grants-2014_08
Patent number
US08815855B2

Reaction notes

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