Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2261707Generated: November 2, 2026

Formaldehyde → Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine

https://huagongshe.com/reaction/2261707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
ReactantN-[(Trimethylsilyl)methyl]benzylamineHCID 353458—
SolventPentaneHCID 8003—
ProductBenzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 353442—

Reaction Conditions

Temperature0 °C

Reaction Steps

2.00 g (0.014 mol) of potassium carbonate, 24.4 g (0.76 mol) of methanol and 15.6 g (0.52 mol) of paraformaldehyde are initially charged and cooled to 0° C. At this temperature, within 30 min, 77.4 g (0.40 mol) of benzyltrimethylsilanylmethylamine are metered in. The biphasic reaction mixture is stirred at 0° C. for a further 1 h and then warmed to room temperature within 20 min. Within 1 min, 190.9 g of pentane are metered in. The biphasic reaction mixture is separated and the upper organic phase is dried azeotropically for 2 h. The organic phase is concentrated and then fractionally distilled. Yield 74.9 g (79%) of a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07847117B2
Source datasetuspto-grants-2010_12
ORD IDord-93595ed1540e42de9b4fb1a3d8c758a4
Source noteuspto-grants-2010_12