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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538632Generated: October 30, 2026

Formaldehyde → 2-Methyl-2-[methyl-(tetrahydro-pyran-4-ylmethyl)-amino]-propionic acid

https://huagongshe.com/reaction/538632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant2-Methyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]propionic acidHCID 58297159—
ReactantHCID 178418361HCID 178418361—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
Product2-Methyl-2-[methyl-(tetrahydro-pyran-4-ylmethyl)-amino]-propionic acidHCID 5829725684.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

1.00 g (4.97 mmol) of 2-methyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]propionic acid is suspended in 20 mL of EtOH. 350 mg Pd(OH)2 (0.50 mmol, w=20%) are added, followed by 0.74 mL of formaldehyde (9.88 mmol; 37% in water). The suspension is stirred for 24 h at 100° C. and 2916 kPa hydrogen pressure. The reaction mixture is filtered through celite and washed with EtOH. The solvent is removed under reduced pressure to afford 0.90 g of 2-methyl-2-[methyl-(tetrahydro-pyran-4-ylmethyl)-amino]-propionic acid. Yield: 84%; ESI-MS: 216 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865744B1
Source datasetuspto-grants-2014_10
ORD IDord-46646acee75b4dbe817b95c20289b83c
Source noteuspto-grants-2014_10