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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616397Generated: October 30, 2026

Acetic Acid → HCID 70872494, compound

https://huagongshe.com/reaction/1616397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclopentanoneHCID 8452—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantMethyl 3-Amino-5-bromo-2-methylbenzoateHCID 24729181—
SolventMethanolHCID 887—
ProductHCID 70872494HCID 7087249478.2%

Reaction Steps

To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (5 g, 20.57 mmol) and cyclopentanone (8.64 g, 102.8 mmol) in methanol (30 mL), acetic acid (2.46 g, 41.1 mmol) was added and reaction stirred at room temperature for 3 h. Then sodium cyanoborohydride (3.23 g, 51.4 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-bromo-3-(cyclopentylamino)-2-methylbenzoate (4 g, 78.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765732B2
Source datasetuspto-grants-2014_07
ORD IDord-0768ee4fcc55412e991bcad3e9960b43
Source noteuspto-grants-2014_07