반응 #591124

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Trifluoroacetic acid

3-{4-[3-chloro-4-(4-methoxy-benzyloxy)-benzenesulfonyl]-2-methyl-phenyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

→

2-chloro-4-(3-methyl-4-pyrrolidin-3-yl-benzenesulfonyl)-phenol

용매

DCM

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후처리

1. 1
   기타prepared
2. 2
   기타the solvent was then evaporated under reduced pressure
3. 3
   기타The crude residue was purified via flash chromatography (DCM/MeOH/NH4OH)

실험 절차

Trifluoroacetic acid was added to a solution of 3-{4-[3-chloro-4-(4-methoxy-benzyloxy)-benzenesulfonyl]-2-methyl-phenyl}-pyrrolidine-1-carboxylic acid tert-butyl ester (prepared following the procedure described in Example 6) (0.397 g, 0.6939 mmol) in DCM (2 mL). The reaction mixture was stirred at room temperature for 3 hours, and the solvent was then evaporated under reduced pressure. The crude residue was purified via flash chromatography (DCM/MeOH/NH4OH) to give 0.143 g of 2-chloro-4-(3-methyl-4-pyrrolidin-3-yl-benzenesulfonyl)-phenol (white foam) that was transformed in the corresponding hydrochloride salt by addition of a small excess of HCl in 1,4-dioxane. The hydrochloride was recrystallized to afford 0.129 g of a white solid: MP=110.0-112.9° C.

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