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HRID 35606作成日:2026年10月25日

Hydrochloric Acid → 4-[3-(1-Piperidinylmethyl)phenoxy]butanoic acid

https://huagongshe.com/reaction/35606

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Potassium HydroxideHCID 14797—
反応物Ethyl 4-bromobutyrateHCID 76300—
反応物1-(3-Hydroxybenzyl)piperidineHCID 826974—
反応物Ethyl 4-(3-piperidinomethylphenoxy)butyrateHCID 14221804—
溶媒WaterHCID 962—
生成物4-[3-(1-Piperidinylmethyl)phenoxy]butanoic acidHCID 14221805—

反応手順

In a similar manner to that described above in Example 17 ethyl 4-(3-piperidinomethylphenoxy)butyrate (b.p. 190°-200° C./0.005 mm Hg) was prepared from N-3-hydroxybenzylpiperidine and ethyl 4-bromobutyrate. The resulting ester (21.4 g) was then hydrolysed by heating under reflux with potassium hydroxide (3.6 g), water (210 ml) and industrial methylated spirit (210 ml) for 30 minutes. 5N Hydrochloric acid (13.7 ml) was then added and the solvent removed by evaporation in vacuo. The residue was dried by azeotropic distillation with toluene and then with ethanol. The residue was digested with ethanol (420 ml). The ethanolic liquor was filtered and the solvent removed from the filtrate to give a yellow oil which was crystallised from a mixture of methanol and ether to give 4-(3-piperidinomethylphenoxy)butyric acid (m.p. 73°-77° C.).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04767769
出典データセットuspto-grants-1988_08
ORD IDord-f2f7774fd70e4e219964cafbfdaf085e
出典メモuspto-grants-1988_08