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HRID 1460199作成日:2026年10月25日

Acetic Acid → Ethyl (+/-)-2,3,4,5-tetrahydro-3a,9b-butano-1H-benz[g]indole-1-carboxylate

https://huagongshe.com/reaction/1460199

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic AcidHCID 176—
反応物WaterHCID 962—
反応物Sulfuric AcidHCID 1118—
反応物Ethyl (+/-)-[2-(3',4'-dihydro-2'-hydroxyspiro-[cyclopentane-1,1'(2'H)-napthalen]-2'-yl)ethyl]-carbamateHCID 86745264—
生成物Ethyl (+/-)-2,3,4,5-tetrahydro-3a,9b-butano-1H-benz[g]indole-1-carboxylateHCID 8674526559%

反応手順

A solution of the product from Example 13 (1.68 g, 5.29 mmol) in 15 mL of 3:1 acetic acid/concentrated sulfuric acid (v/v) was stirred at room temperature for 18 hours. The reaction mixture was poured into water (50 mL) and the resulting mixture was extracted with CH2Cl2 (4×30 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated. The residue was dissolved in CH2Cl2 (100 mL and washed with saturated aq. bicarbonate solution (30 mL). The organic phase was dried (MgSO4), filtered and concentrated. The residue was purified by chromatography (silica gel, 9:1 heptane/ethyl acetate) to give the title compound (0.94 g, 59%) as a white solid mp 67°-69° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05070093
出典データセットuspto-grants-1991_12
ORD IDord-cd260806412b4d5ebad6b73b7513bf0c
出典メモuspto-grants-1991_12