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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 625068Generated: October 31, 2026

Citric Acid → HCID 67460002, compound

https://huagongshe.com/reaction/625068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant2-Methyl-2-buteneHCID 10553—
ReactantMonobasic potassium phosphateHCID 516951—
ReactantSodium ChloriteHCID 23668197—
ReactantHCID 86675330HCID 86675330—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
ProductHCID 67460002HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303040B2
Source datasetuspto-grants-2016_04
ORD IDord-281351a6f2db4fcb948a9c53a9b32201
Source noteuspto-grants-2016_04