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HRID 923456作成日:2026年10月27日

Potassium Phosphate, Tribasic → tert-butyl {2-[(1Z)-prop-1-en-1-yl]benzyl}carbamate

https://huagongshe.com/reaction/923456

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium Phosphate, TribasicHCID 62657—
反応物(Z)-Prop-1-en-1-ylboronic acidHCID 5355539—
反応物2-Bromo-N-(tert-butoxycarbonyl)benzylamineHCID 7018300—
反応物2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒WaterHCID 962—
溶媒1,4-DioxaneHCID 31275—
生成物tert-butyl {2-[(1Z)-prop-1-en-1-yl]benzyl}carbamateHCID 118318066648.7%

反応手順

A mixed liquid of 1.50 g of tert-butyl(2-bromobenzyl)carbamate, 3.90 g of tripotassium phosphate, 348 mg of dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine, 195 mg of tris(dibenzylideneacetone)dipalladium(0), 905 mg of (1Z)-prop-1-en-1-yl boronic acid, 30 ml of 1,4-dioxane, and 7.5 ml of water was stirred at 90° C. for 15 hours. The reaction mixture was left to be cooled to room temperature and then filtrated over Celite. The filtrate was concentrated under reduced pressure, and then to the reaction mixture was added water, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel chromatography to obtain 1.36 g of tert-butyl {2-[(1Z)-prop-1-en-1-yl]benzyl}carbamate.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09278968B2
出典データセットuspto-grants-2016_03
ORD IDord-ec9a003cbe024598972d82f1b2c6d7b6
出典メモuspto-grants-2016_03