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HRID 16346作成日:2026年10月25日

Toluene → (S)-5-benzyloxymethylmorpholin-3-one

https://huagongshe.com/reaction/16346

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Sodium HydroxideHCID 14798—
反応物Bromoacetyl chlorideHCID 89602—
反応物2-Amino-3-(benzyloxy)propan-1-olHCID 14118408—
溶媒TetrahydrofuranHCID 8028—
生成物(S)-5-benzyloxymethylmorpholin-3-oneHCID 67077731—

反応条件

温度0 °C

反応手順

Bromoacetyl chloride (5.06 mL) was added to a solution mixture of toluene (100 mL) and a 2 N sodium hydroxide aqueous solution (100 mL) of (R)-(+)-2-amino-3-benzyloxy-1-propanol (10 g) under ice-cooling. The resulting reaction solution was stirred at 0° C. for 30 min and then further stirred at 60° C. for 1 hr. The reaction solution was cooled to room temperature, and a solution mixture of toluene and THF (1:1) was added thereto. The organic layer was separated, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: heptane-ethyl acetate system) to give 1.36 g of the title compound. The physical property values of this compound were as follows:

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07737141B2
出典データセットuspto-grants-2010_06
ORD IDord-0de979c1ecc44607a3376da65e857d14
出典メモuspto-grants-2010_06