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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176874Generated: October 31, 2026

Citric Acid → HCID 178453971, compound

https://huagongshe.com/reaction/2176874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 178511566HCID 178511566—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178453971HCID 17845397171.8%

Reaction Steps

Boc-anhydride (2.30 ml, 4.19 mmol) was added to a solution of cis-4-amino cyclohexyl carboxylic acid (1.00 g, 6.99 mmol) in aqueous solution of sodium carbonate (6 ml, 5% w/w) in dioxane (14 ml) at 0° C. The reaction mixture was allowed to warm up to room temperature and stirred for 18 h. The reaction mixture was acidified to pH-4 using citric acid. The compound was extracted with ethyl acetate (3×30 ml) and washed with brine (15 ml). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The solvent was evaporated and dried to afford 1.2 g (71.8%) of cis-4-[[(1,1-dimethylethoxy)carbonyl]amino]-cyclohexanecarboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067888B2
Source datasetuspto-grants-2015_06
ORD IDord-12247903a3044e69a03044cf6dd1ed96
Source noteuspto-grants-2015_06