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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208765Generated: November 1, 2026

Acetic Acid → HCID 70874136, compound

https://huagongshe.com/reaction/2208765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclohexanoneHCID 7967—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantMethyl 3-amino-5-chloro-2-methylbenzoateHCID 68295455—
SolventMethanolHCID 887—
ProductHCID 70874136HCID 7087413689.92%

Reaction Steps

To a stirred solution of methyl 3-amino-5-chloro-2-methylbenzoate (1 g, 5.02 mmol) and cyclohexanone (2.45 g, 25 mmol) in methanol (10 mL), acetic acid (0.3 g, 5.02 mmol) was added and reaction stirred at room temperature for 3 h. Then sodium cyanoborohydride (0.63 g, 10.05 mmol) was added and reaction stirred overnight. On completion, solvent was removed under reduced pressure and crude material was purified by column chromatography to afford methyl 5-chloro-3-(cyclohexylamino)-2-methylbenzoate (1.2 g, 89.92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-ec8c9c48695040d9a111daba2f1856bc
Source noteuspto-grants-2016_06