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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208746Generated: November 2, 2026

Acetic Acid → HCID 70872494, compound

https://huagongshe.com/reaction/2208746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclopentanoneHCID 8452—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantMethyl 3-Amino-5-bromo-2-methylbenzoateHCID 24729181—
SolventMethanolHCID 887—
ProductHCID 70872494HCID 7087249480%

Reaction Steps

To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (1 equiv.) in methanol (5 mL), cyclopentanone (5 equiv.) and acetic acid (2 equiv.) were added and reaction mixture stirred at room temperature for 2 h. Then NaBH3CN (3 equiv.) was added at 0° C. The resulting reaction mixture was stirred further for 16 h at room temperature. On completion, solvent was evaporated and water added to the residue and the extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated to afford crude product which was used in next step without further purification (yield 80-90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-bc519c8fb6ac495a98739d3359795d20
Source noteuspto-grants-2016_06