Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208735Generated: November 1, 2026

Acetic Acid → Methyl 5-bromo-3-(cyclohexylamino)-2-methylbenzoate

https://huagongshe.com/reaction/2208735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclohexanoneHCID 7967—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantMethyl 3-Amino-5-bromo-2-methylbenzoateHCID 24729181—
SolventMethanolHCID 887—
ProductMethyl 5-bromo-3-(cyclohexylamino)-2-methylbenzoateHCID 70872336—

Reaction Steps

To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (0.3 g, 1.33 mmol) and cyclohexanone (0.64 g, 6.6 mmol) in methanol (3 mL), acetic acid (0.159 g, 2.6 mmol) was added and reaction stirred at room temperature for 3 h. Then sodium cyanoborohydride (0.208 g, 3.3 mmol) was added and reaction stirred overnight. On completion, solvent was removed under reduced pressure and was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-71c69d12fbd94c11bd80b04fa06bdb8a
Source noteuspto-grants-2016_06