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HRID 1809345作成日:2026年10月27日

1,6-Dioxaspiro[2.5]octane → Benzyl({1-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidin-4-yl}methyl)carbamate

https://huagongshe.com/reaction/1809345

反応式

関与物質

役割名称HCID仕込み量
反応物1,6-Dioxaspiro[2.5]octaneHCID 160439—
反応物Benzyl (piperidin-4-ylmethyl)carbamateHCID 14809798—
溶媒MethanolHCID 887—
生成物Benzyl({1-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidin-4-yl}methyl)carbamateHCID 5925504849.4%

反応手順

A mixture of benzyl (piperidin-4-ylmethyl)carbamate (7.77 g, 31.3 mmol, prepared according to Bose, D. Subhas et al., Tetrahedron Lett., 1990, 31, 6903) and 1,6-dioxaspiro[2.5]octane (4.29 g, 37.6 mmol, prepared according to Satyamurthy, Nagichettiar et al., Phosphorus Sulfur, 1984, 19, 113) in methanol (93 mL) was stirred at room temperature for 20 h. Then, the mixture was refluxed for 8 h. After cooling to room temperature, the solvent was removed in vacuo. The residue was chromatographed on a column of silica gel eluting with dichloromethane/methanol (v/v=20/1) to give 5.60 g (49%) of the title compound as colorless oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08362038B2
出典データセットuspto-grants-2013_01
ORD IDord-b2612b5d28144a91bc773913dc8ae9b8
出典メモuspto-grants-2013_01