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HRID 1061938作成日:2026年10月27日

Citric Acid → tert-Butyl (4-ethynyl-2-nitrophenyl)carbamate

https://huagongshe.com/reaction/1061938

反応式

関与物質

役割名称HCID仕込み量
反応物Citric AcidHCID 311—
反応物Sodium HydroxideHCID 14798—
反応物(2-Nitro-4-trimethylsilanylethynyl-phenyl)-carbamic acid tert.-butyl esterHCID 67289195—
溶媒MethanolHCID 887—
溶媒TetrahydrofuranHCID 8028—
生成物tert-Butyl (4-ethynyl-2-nitrophenyl)carbamateHCID 2355433886.3%

反応手順

To a solution of (2-nitro-4-trimethylsilanylethynyl-phenyl)-carbamic acid tert.-butyl ester (Example F1) (3.54 g, 10.6 mmol) in MeOH (10 mL) and THF (20 mL) at 0° C. was added 1N NaOH (13 mL) and stirring was continued at 23° C. for 30 min. Poured into cold 5% citric acid, extracted with EtOAc (300 mL), washed with sat. NaHCO3-sol. and brine, dried over MgSO4. Removal of the solvent in vacuum left a dark brown oil, which was purified by silica gel column chromatography with hexane/EtOAc 19:1. Obtained as a yellow solid (2.4 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06960578B2
出典データセットuspto-grants-2005_11
ORD IDord-c2b6e7be404c4aeeb49f23e24dda1c1c
出典メモuspto-grants-2005_11