HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 325193Generated: October 31, 2026
Sodium Carbonate → HCID 22002655, compound
https://huagongshe.com/reaction/325193
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 4-(Methylthio)phenylboronic acid | HCID 2733959 | — |
| Reactant | HCID 86756644 | HCID 86756644 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22002655 | HCID 22002655 | 90.3% |
Reaction Steps
To a solution of the triflate (550 mg, 1.58 mmol) from step 2 in THF (10 ml) and boronic acid from step 3 (318 mg, 1.90 mmol) was added an aq. solution of Na2CO3 (2.0M, 3.16 mmol, 1.60 ml) and Pd(PPh3)4 (91 mg, 0.079 mmol). The mixture was heated for 2 h at 70° C., cooled and poured into sat. aq. NH4Cl. The aq. layer was extracted with Et2O and the combined org. layers were dried over MgSO4. Purification via flash chromatography (20% EtOAc in hexane) gave 460 mg of the title compound as a foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06222048B1 |
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| Source dataset | uspto-grants-2001_04 |
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| ORD ID | ord-5cd8a607201e446fb02b075d4fe5be69 |
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| Source note | uspto-grants-2001_04 |
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