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HRID 16569作成日:2026年10月25日

Acetic Acid → Benzyl 4-hydroxy-1H-indole-1-carboxylate

https://huagongshe.com/reaction/16569

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Tetrabutylammonium FluorideHCID 2724141—
反応物Benzyl 4-(t-butyldimethylsilyloxy)indole-1-carboxylateHCID 11703628—
溶媒TetrahydrofuranHCID 8028—
生成物Benzyl 4-hydroxy-1H-indole-1-carboxylateHCID 1262210170.5%

反応条件

温度0 °C

反応手順

A solution of 10 (28.62 g, 75 mmol) in tetrahydrofuran (375 mL) containing acetic acid (4.5 g, 75 mmol) was treated at 0° C. with 1 M tetrabutylammonium fluoride (75 mL, 75 mmol) and the mixture was stirred at 0° C. for 40 min. The solvent was evaporated and the residue was dissolved in diethyl ether (250 mL) and washed with saturated aq. sodium bicarbonate and brine, dried and evaporated to give a brown solid which was washed with cold hexanes to give 11 as white fluffy needles (14.13 g, 70%), mp 118-120° C. (from dichloromethane-hexanes), (lit.11 mp 121-124° C.).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07737169B2
出典データセットuspto-grants-2010_06
ORD IDord-7b6517d98c05498aa1c66ec4e8f2faff
出典メモuspto-grants-2010_06