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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1021489Generated: October 31, 2026

Acetic Acid → 7-(4-(4-Chlorophenethylcarbamoyl)-2-methylphenoxy)-6-cyanochroman-4-carboxylic acid

https://huagongshe.com/reaction/1021489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 7-(4-(4-chlorophenethylcarbamoyl)-2-methylphenoxy)-6-cyanochroman-4-carboxylateHCID 67080595—
SolventTetrahydrofuranHCID 8028—
Product7-(4-(4-Chlorophenethylcarbamoyl)-2-methylphenoxy)-6-cyanochroman-4-carboxylic acidHCID 4459926938%

Reaction Steps

Methyl 7-(4-((4-chlorophenethyl)carbamoyl)-2-methylphenoxy)-6-cyanochroman-4-carboxylate (0.0063 g, 0.0125 mmol) was taken up in 0.5 ml THF and treated with aqueous 1.0 molar LiOH (0.0250 ml, 0.0250 mmol) at ambient temperature. After 48 hours, the reaction was neutralized with acetic acid and concentrated in vacuo. Purification of the crude material by preparative thin layer chromatography using 5% MeOH/DCM with 1% HOAc as the mobile phase provided the title compound (2 mg, 38%). MS (apci) m/z=491.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716498B2
Source datasetuspto-grants-2014_05
ORD IDord-38ded85a7bea4a94b9754cb4e2c4d71c
Source noteuspto-grants-2014_05