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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179408Generated: October 31, 2026

Ammonium formate → HCID 10103419, compound

https://huagongshe.com/reaction/2179408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
ReactantHCID 53673348HCID 53673348—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 10103419HCID 10103419123%

Reaction Steps

To a stirred solution of the product of step B (600 mg, 2.4 mmol) in methanol (15 mL) was added 10% palladium on carbon (60 mg) and ammonium formate (1.26 g, 20.0 mmol). The reaction mixture was heated to reflux for 2 h, cooled to ambient temperature then filtered through Celite. The filtrate was concentrated in vacuo to afford methyl 4-hydroxypiperidine-2-carboxylate (470 mg, 95%) as a colorless oil which was carried forward without purification: 1H NMR (CDCl3, 400 MHz) δ 3.76-3.74 (m, 4H), 3.44-3.41 (m, 1H), 3.26-3.21 (m, 1H), 2.70-2.63 (m, 1H), 2.33-2.28 (m 1H), 1.91-1.90 (m, 1H), 1.50-1.40 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067949B2
Source datasetuspto-grants-2015_06
ORD IDord-9ae698b0d2644112ad5a1bca98b262d3
Source noteuspto-grants-2015_06