3-Cyanophenylboronic acid → 3-(4-Methoxy-1'-oxo-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-6'-yl)benzonitrile

関与物質

役割	名称	HCID	仕込み量
反応物	3-Cyanophenylboronic acid	HCID 2734325	—
反応物	6'-bromo-4-methoxyspiro[cyclohexane-1,2'-inden]-1'(3'H)-one	HCID 58197263	—
触媒	HCID 178418476	HCID 178418476	—
溶媒	Cesium carbonate	HCID 10796	—
溶媒	1,4-Dioxane	HCID 31275	—
生成物	3-(4-Methoxy-1'-oxo-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-6'-yl)benzonitrile	HCID 67044164	46.4%

反応条件

温度	100 °C

反応手順

To a solution of 6′-bromo-4-methoxyspiro[cyclohexane-1,2′-inden]-1′(3′H)-one (40 mg, 0.130 mmol) and 3-cyanophenylboronic acid (30.5 mg, 0.208 mmol) in Cs2CO3 (2 M, 0.247 mL) and 1,4-dioxane (1.2 mL) under N2 was added Pd(PPh3)2Cl2 (7.5 mg). The mixture was stirred at 100° C. for 6 minutes. After cooled to room temperature, the organic layer was dried and concentrated to give the residue, which was purified by TLC to give 3-(4-methoxy-1′-oxo-1′,3′-dihydrospiro[cyclohexane-1,2′-indene]-6′-yl)benzonitrile (20 mg, 46%).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08633212B2
出典データセット	uspto-grants-2014_01
ORD ID	ord-6e35da0fbb1048de942df736b721b9fb
出典メモ	uspto-grants-2014_01