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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425529Generated: October 31, 2026

Formaldehyde → HCID 57864762, compound

https://huagongshe.com/reaction/2425529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 15113033HCID 15113033—
SolventWaterHCID 962—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 57864762HCID 57864762100%

Reaction Conditions

Temperature0 °C

Reaction Steps

Diphenyl-N-((trimethylsilyl)methyl)methanamine (5.5 g, 20.4 mmol) was added dropwise to mixture of 37% aqueous formaldehyde (2.9 g) and methanol (1.5 g) while stirring at 0° C. After the addition was complete the reaction mixture was stirred for 2 hours at 0° C. K2CO3 (3 g) was added and the solidified mixture was warmed to room temperature. Methanol (4 ml) was added. After one hour stirring at room temperature, tBME (50 ml) and water (5 ml) was added. The organic layer was separated and dried with Na2SO4. Evaporation under vacuum gave the crude product N-(methoxymethyl)diphenyl-N-((trimethylsilyl)methyl)methanamine (7.05 g, max. 20.4 mmol) as an oil, which solidified on standing overnight at room temperature. The product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964739B2
Source datasetuspto-grants-2011_06
ORD IDord-20427ba3664e49c191b5d4496b33f5b2
Source noteuspto-grants-2011_06