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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616449Generated: November 1, 2026

Acetic Acid → HCID 70872672, compound

https://huagongshe.com/reaction/1616449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantMethyl 3-Amino-5-bromo-2-methylbenzoateHCID 24729181—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 70872672HCID 7087267266.24%

Reaction Steps

To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (4.5 g, 18.44 mmol) and tert-butyl 4-oxopiperidine-1-carboxylate (11.01 g, 55.33 mmol) in dichloroethane (50 mL), acetic acid (6.64 g, 110.6 mmol) was added and reaction stirred at room temperature for 10 min. Then sodium triacetoxyborohydride (11.72 g, 55.28 mmol) was added at 0° C. and reaction stirred overnight at room temperature. On completion, solvent was removed under reduced pressure and crude material was purified by column chromatography to afford the desired compound (5.2 g, 66.24%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765732B2
Source datasetuspto-grants-2014_07
ORD IDord-d04ed490796d48f59e9a01885799d8e8
Source noteuspto-grants-2014_07