Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208732Generated: November 1, 2026

Acetic Acid → HCID 70872341, compound

https://huagongshe.com/reaction/2208732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactanttert-butyl N-(4-oxocyclohexyl)carbamateHCID 1512535—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantMethyl 3-Amino-5-bromo-2-methylbenzoateHCID 24729181—
SolventMethanolHCID 887—
ProductHCID 70872341HCID 7087234133%

Reaction Steps

To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (5 g, 20.57 mmol) and tert-butyl (4-oxocyclohexyl)carbamate (5.67 g, 26.74 mmol) in methanol (50 mL), acetic acid (1.2 g, 20.57 mmol) was added and reaction stirred at room temperature for 4 h. Then sodium cyanoborohydride (1.68 g, 26.74 mmol) was added and reaction stirred 18 h. On completion, solvent was removed under reduced pressure; water was added and extracted with DCM. Combined organic were dried, concentrated and purified by column chromatography using silica (100-200 mesh size) to afford the desired compound (3 g, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-65b313cdcf074303846a5ed57e79ad31
Source noteuspto-grants-2016_06