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HRID 1003838作成日:2026年10月25日

Methyl acetoacetate → 6-Cyclohexyl-4-hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-5,6-dihydro-pyran-2-one

https://huagongshe.com/reaction/1003838

反応式

関与物質

役割名称HCID仕込み量
反応物Methyl acetoacetateHCID 7757—
反応物Sodium hydrideHCID 24758—
反応物3-(4-Benzyloxy-phenyl)-1-cyclohexyl-propan-1-oneHCID 18798668—
反応物ButyllithiumHCID 178418339—
溶媒TetrahydrofuranHCID 8028—
溶媒HexaneHCID 8058—
生成物6-Cyclohexyl-4-hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-5,6-dihydro-pyran-2-oneHCID 54720314—

反応条件

温度0 °C

反応手順

The title compound was prepared as described in General Method 6 using 11.6 g (99.9 mmol) of methyl acetoacetate, 4.19 g (105 mmol) of NaH (60% dispersion in oil), 64.0 mL (102 mmol) of 1.6 M n-butyl lithium in hexane, 16.1 g (49.9 mmol) of 3-(4-benzyloxy-phenyl)-1-cyclohexyl-propan-1-one (prepared in Example G) and 550 mL of THF. After addition of the ketone, the reaction was stirred for 120 minutes at 0° C., then 1 hour at room temperature. The reaction was quenched with acetic acid (12 mL) and worked up in the usual manner. The crude product was carried on without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06046355
出典データセットuspto-grants-2000_04
ORD IDord-9ec630cb833643e8b91a287fbe689295
出典メモuspto-grants-2000_04