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HRID 487789作成日:2026年10月25日

Butylamine → (E)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-ethyl-3-(3-(3-thienyl)benzyloxy]benzylamine hydrochloride

https://huagongshe.com/reaction/487789

反応式

関与物質

役割名称HCID仕込み量
反応物ButylamineHCID 8007—
反応物TriphenylphosphineHCID 11776—
反応物3,3-Dimethyl-1-butyneHCID 13512—
反応物(E)-N-(3-chloro-2-propenyl)-N-ethyl-3-[3-(3-thienyl)benzyloxy]benzylamineHCID 19917481—
触媒Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
触媒palladium(II) acetateHCID 167845—
溶媒TetrahydrofuranHCID 8028—
生成物(E)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-ethyl-3-(3-(3-thienyl)benzyloxy]benzylamine hydrochlorideHCID 1991749085%

反応手順

To 2.7 ml of tetrahydrofuran were added 360 mg (0.90 mmol) of (E)-N-(3-chloro-2-propenyl)-N-ethyl-3-[3-(3-thienyl)benzyloxy]benzylamine, 8.6 mg (0.045 mmol) of copper (I) iodide, 4.1 mg (0.018 mmol) of palladium acetate and 9.5 mg (0.036 mmol) of triphenylphosphine, and further, 0.18 ml (1.8 mmol) of n-butylamine and 0.135 ml (1. 08 mmol) of tert-butylacetylene under ice cooling. The mixture was stirred for 24 hours at room temperature, and concentrated under reduced pressure. The residue was subjected to silica gel chromatography (n-hexane→n-hexane/ethyl acetate=9/1). The desired fractions were put together and concentrated under reduced pressure to obtain 340 mg (yield: 85%) of the above identified compound as an oily free amine.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05296612
出典データセットuspto-grants-1994_03
ORD IDord-7bc3168c7eac492bb959fa072357d251
出典メモuspto-grants-1994_03