HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490941Generated: October 29, 2026
N,N-Dibutylbenzamide → HCID 168436404, compound
https://huagongshe.com/reaction/1490941
Participants
| Role | Name | HCID | Charge |
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| Reactant | N,N-Dibutylbenzamide | HCID 32774 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reagent | 8-([2,2'-bipyridin]-5-yl)quinolin-2(1H)-one | HCID 164681385 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Catalyst | Potassium tert-butoxide | HCID 86639980 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 168436404 | HCID 168436404 | 69% |
Reaction Steps
In an argon filled glove box, a 5.0 mL wheaton microreactor was charged with [Ir(cod)(OMe)]2 (1.98 mg, 1.5 mol%), L1 ligand (2.1 mg, 3.5 mol%), B2pin2 (50.8 mg, 1.0 equiv.), KOtBu (1.0 mg, 4.5 mol%) and dry THF (1.0 mL). The reaction mixture was stirred for 2 minutes at room temperature. To this mixture, N,N-dibutylbenzamide (46.7 mg, 0.2 mmol) was added. The microreactor was capped with a teflon pressure cap and placed into pre-heated aluminum block at 80 oC. The reaction mixture was stirred for 12 h. After completion (judged by GC/MS), THF was removed under reduced pressure and chromatographic separation with silica gel (15% ethylacetate in hexane) gave the meta-borylated product 4e (49.6 mg, 69%) as oil.
Provenance & Evidence
| DOI | 10.1002/anie.201809929 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-03012762915d4ccdbd8b6fdfaf5ceb80 |
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| Source note | Borylation dataset from Roche |
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