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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594938Generated: October 31, 2026

o-Fluorobenzaldehyde → Methyl 1-(2-fluorobenzyl)-5-methylpiperidine-3-carboxylate

https://huagongshe.com/reaction/594938

Reaction equation

Participants

RoleNameHCIDCharge
Reactanto-FluorobenzaldehydeHCID 67970—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantMethyl 5-methylpiperidine-3-carboxylateHCID 18404439—
CatalystAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
ProductMethyl 1-(2-fluorobenzyl)-5-methylpiperidine-3-carboxylateHCID 66800957—

Reaction Steps

In a flask, dichloromethane (8 mL) and acetic acid (8 drops) was added to methyl 5-methylpiperidine-3-carboxylate (300 mg, 1.9 mmol) and 2-fluorobenzaldehyde (3.8 mmol). The reaction was stirred for 15 minutes. Sodium triacetoxyborohydride (1.6 g, 7.6 mmol) was added in one portion. The reaction was stirred overnight. The reaction was concentrated in vacuo and purified using prep LC/MS.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242981B2
Source datasetuspto-grants-2016_01
ORD IDord-494fa08c152f49ff9bc8fe57174f2d32
Source noteuspto-grants-2016_01