HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240071Generated: October 30, 2026
Sodium Carbonate → HCID 61025431, compound
https://huagongshe.com/reaction/240071
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Bromoaniline | HCID 11562 | — |
| Reactant | 4-Phenoxyphenylboronic acid | HCID 2734377 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 61025431 | HCID 61025431 | 54% |
Reaction Steps
4-phenoxyphenyl boronic acid (0.148 g, 0.693 mmol) and 3-bromoaniline (0.05 mL, 0.462 mmol) in DME (2 mL) were combined in a flame-dried, round-bottom flask. Na2CO3 (2M, 0.485 mL, 0.970 mmol) and Pd(PPh3)4 (0.017 g, 0.014 mmol) were added to the stirred solution. The reaction was refluxed overnight under argon flow, and subsequently cooled to room temperature. The solvent was removed under vacuum and the resulting residue was resuspended in H20 and extracted with CH2Cl2. The organic phase was dried over MgSO4 and concentrated under vacuum. The crude product was purified by silica column chromatography (0-20% EtOAc/hexanes). The purification was monitored by TLC. The solvent was removed under vacuum from fractions containing product, resulting in 0.065 g in 54% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642788B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-e236d5721a89439f8eaefab1ec7835c8 |
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| Source note | uspto-grants-2014_02 |
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