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HRID 385863作成日:2026年10月26日

Sodium hydride → (1R,2R)-2-[(6-Bromopyridin-2-yl)methoxy]cyclopentanol

https://huagongshe.com/reaction/385863

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium hydrideHCID 24758—
反応物trans-1,2-CyclopentanediolHCID 225711—
反応物2-Bromo-6-(bromomethyl)pyridineHCID 12954796—
溶媒Diethyl EtherHCID 3283—
溶媒DimethylformamideHCID 6228—
生成物(1R,2R)-2-[(6-Bromopyridin-2-yl)methoxy]cyclopentanolHCID 59526405—

反応手順

Sodium hydride (0.48 mg, 11.96 mmol) was suspended in DMF (12.0 mL) and cooled to 0° C. (1R,2R)-Cyclopentane-1,2-diol (1.22 g, 11.96 mmol) was added and the reaction was stirred for 30 minutes. 2-Bromo-6-(bromomethyl)pyridine (Example 190, Step 1) (0.30 g, 1.20 mmol) was added and the reaction mixture was allowed to warm to room temperature overnight. The reaction was then diluted with ether and quenched with water. After layer separation, the organic layer was dried over magnesium sulfate, filtered and concentrated. Purification of the crude residue by silica gel chromatography afforded the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08367706B2
出典データセットuspto-grants-2013_02
ORD IDord-9c3e83f6eb9c4302b1ffec8076b997d3
出典メモuspto-grants-2013_02