HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 67460002, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | 2-Methyl-2-butene | HCID 10553 | — |
| Reactant | Monobasic potassium phosphate | HCID 516951 | — |
| Reactant | Sodium Chlorite | HCID 23668197 | — |
| Reactant | HCID 86675330 | HCID 86675330 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 67460002 | HCID 67460002 | — |
Reaction Steps
tert-Butyl 1-(1-(4-chlorophenyl)-3-oxopropan-2-yl)cyclopropylcarbamate (3.06 mmol), 2-methyl-2-butene (7.6 mL, 2.0M THF solution, 15.3 mmol) and KH2PO4 (0.416 g, 3.06 mmol) were dissolved in t-BuOH (100 mL)-water (30 mL). Sodium chlorite (0.830 g, 9.17 mmol) was added portionwise at 0° C. The mixture was stirred at room temperature for 2 hours and then acidified with 10% citric acid. The reaction was extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated to give 2-(1-(tert-butoxycarbonylamino)cyclopropyl)-3-(4-chlorophenyl)propanoic acid as a white solid. LCMS: 339.9 [M+H+] (APCI+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303040B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-281351a6f2db4fcb948a9c53a9b32201 |
| Source note | uspto-grants-2016_04 |