HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472974Generated: October 25, 2026
3-Cyanophenylboronic acid → 3-(4-Methoxy-1'-oxo-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-6'-yl)benzonitrile
https://huagongshe.com/reaction/472974
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Reactant | 6'-bromo-4-methoxyspiro[cyclohexane-1,2'-inden]-1'(3'H)-one | HCID 58197263 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Cesium carbonate | HCID 10796 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-(4-Methoxy-1'-oxo-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-6'-yl)benzonitrile | HCID 67044164 | 46.4% |
Reaction Steps
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%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08633212B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-6e35da0fbb1048de942df736b721b9fb |
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| Source note | uspto-grants-2014_01 |
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