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HRID 496170作成日:2026年10月26日

Sodium Hydroxide → cis-4-Hydroxy-5-phenyl-2,3,4,5-tetrahydro spiro(benzothiepine-3,1'-cyclohexane)-1,1-dioxide

https://huagongshe.com/reaction/496170

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium HydroxideHCID 14798—
反応物trans-4-Hydroxy-5-phenyl-2,3,4,5-tetrahydo spiro(benzothiepine-3,1'-cyclohexane)-1,1-dioxideHCID 59890377—
触媒Tricaprylylmethyl ammonium chlorideHCID 77620884—
溶媒DichloromethaneHCID 6344—
生成物cis-4-Hydroxy-5-phenyl-2,3,4,5-tetrahydro spiro(benzothiepine-3,1'-cyclohexane)-1,1-dioxideHCID 5989038962.6%

反応手順

To a solution of 0.2 g (0.56 mmole) of 59 in 20 ml of CH2Cl2, was added 8 g of 50% NaOH and one drop of Aliquat-336 (methyltricaprylylammonium chloride) phase transfer catalyst. The reaction mixture was stirred for 10 h at room temperature. Twenty g of ice was added to the mixture and the mixture was extracted with CH2Cl2 (3×10 ml) washed with water, brine and dried over MgSO4 and concentrated in vacuo to recover 0.15 g of crude product. This was recrystallized from Hexane/EtOAc to give 125 mg of white crystal, mp 209-210° C. Proton and carbon NMR and mass spectra were consistent with the product.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06943189B2
出典データセットuspto-grants-2005_09
ORD IDord-c8c9dd633000486b9fe5b5b33b31fd5b
出典メモuspto-grants-2005_09