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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174350Generated: October 31, 2026

Acetic Acid → HCID 178500257, compound

https://huagongshe.com/reaction/2174350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantSodium AzideHCID 33557—
ReactantHCID 66978124HCID 66978124—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178500257HCID 17850025796%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of (4′-cyanobiphenyl-4-yloxy)hexadecanoic acid methyl ester (2.75 g, 5.93 mmol), DMF (7.0 ml), NEt3 (4.0 ml, 28.9 mmol), AcOH (1.75 ml, 29.1 mmol), and NaN3 (2.50 g, 38.5 mmol) was stirred at 140° C. After 17 h water (50 ml) and 1N HCl (50 ml) were added, followed by acidification with conc. HCl (approx 2 ml). The product was filtered and recrystallized from MeCN/PhMe (approx 60+60 ml). Filtration and drying under reduced pressure yielded 2.87 g (96%) of 16-(4′-(5-tetrazolyl)biphenyl-4-yloxy)hexadecanoic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09061067B2
Source datasetuspto-grants-2015_06
ORD IDord-8e083b50f2ba40d186f020834f6f189e
Source noteuspto-grants-2015_06