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HRID 523632作成日:2026年10月26日

Vinyl Acetate → HCID 117933568、化合物

https://huagongshe.com/reaction/523632

反応式

関与物質

役割名称HCID仕込み量
反応物Vinyl AcetateHCID 7904—
反応物Sodium CarbonateHCID 10340—
反応物Methyl 3-bromo-4-hydroxybenzoateHCID 4778958—
触媒Chloro(1,5-cyclooctadiene)iridium(I) dimerHCID 6436381—
溶媒TolueneHCID 1140—
生成物HCID 117933568HCID 11793356865.6%

反応条件

温度100 °C

反応手順

To a solution of methyl 3-bromo-4-hydroxy-benzoate (1.00 g, 4.33 mmol, 1.00 eq) in toluene (15.00 mL) were added vinyl acetate (745.54 mg, 8.66 mmol, 2.00 eq), Chloro(1,5-cyclooctadiene)iridium(I) dimer (29.08 mg, 43.30 umol, 0.01 eq) and Na2CO3 (229.47 mg, 2.17 mmol, 0.50 eq). The mixture was stirred at 100° C. for 16 hr under N2 protection. TLC detected the reaction was complete, the solvent was evaporated, the residue was purified by chromatography (silica gel, eluting with PE:EA=10:1) to afford product methyl 3-bromo-4-vinyloxy-benzoate (730.00 mg, 2.84 mmol, 65.58% yield) as colorless oil. 1H NMR (400 MHz, CDCl3) δ 8.29 (d, J=1.76 Hz, 1H), 7.99 (dd, J=8.53, 2.01 Hz, 1H), 7.06 (d, J=8.53 Hz, 1H), 6.65 (dd, J=13.80, 6.02 Hz, 1H), 4.98 (dd, J=13.80, 2.01 Hz, 1H), 4.70 (dd, J=5.90, 1.88 Hz, 1H), 3.93 (s, 3H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09339510B2
出典データセットuspto-grants-2016_05
ORD IDord-9d7441a074574789939fafd2e236f0fa
出典メモuspto-grants-2016_05