반응 #87921

반응 방정식

Sodium hydride

3-(3-trifluoromethyl-phenylamino)-cyclohex-2-enone

INTERMEDIATE 3

3-(3-trifluoromethyl-phenylamino)-cyclohex-2-enone

2-methyltetrahydrofuran

[benzenesulfonyl-(4-cyano-2-methylsulfanyl-phenyl)-methyl]-carbamic acid tert-butyl ester

[Benzenesulfonyl-(4-cyano-2-methylsulfanyl-phenyl)-methyl]-carbamic acid tert-butyl ester

2-methyltetrahydrofuran

→

{(4-Cyano-2-methylsulfanyl-phenyl)-[6-oxo-2-(3-trifluoromethyl-phenylamino)cyclohex-1-enyl]-methyl}-carbamic acid tert-butyl ester

용매

Water

반응 조건

후처리

1. 1
   기타the phases are separated
2. 2
   건조The organic phase is dried over Na2SO4
3. 3
   농축concentrated under reduced pressure
4. 4
   기타1.22 min (Z018_S04)

실험 절차

Sodium hydride (60% in mineral oil, 154 mg, 3.85 mmol) is added in portions to a mixture of 3-(3-trifluoromethyl-phenylamino)-cyclohex-2-enone (INTERMEDIATE 3; 960 mg, 3.76 mmol) and 2-methyltetrahydrofuran (8 mL). After 30 min [benzenesulfonyl-(4-cyano-2-methylsulfanyl-phenyl)-methyl]-carbamic acid tert-butyl ester (Step 1, 1.56 g, 3.73 mmol) is added and the mixture is stirred at room temperature for 50 min. Water and 2-methyltetrahydrofuran are added and the phases are separated. The organic phase is dried over Na2SO4 and concentrated under reduced pressure. Yield: 2.13 g. ESI mass spectrum: [M+H]+=532; Retention time HPLC: 1.22 min (Z018_S04).

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