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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425530Generated: October 31, 2026

Formaldehyde → HCID 57864755, compound

https://huagongshe.com/reaction/2425530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 417546HCID 417546—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 57864755HCID 57864755152.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

N-(trimethylsilyl)methyl-1-butanamine (12.5 g; max. 66.0 mmol) was added dropwise to a mixture of 37% aqueous formaldehyde (5.4 g) and methanol (2.2 g) while stirring at 0° C. After the addition was complete the reaction mixture was stirred for 90 minutes at 0° C. K2CO3 (6 g) was added and the mixture was stirred for an additional 2 hours. Then, tBME (100 ml) was added and the organic layer was separated. The aqueous layer was washed with tBME (50 ml). The combined organic layers were dried with Na2SO4. Evaporation at 75° C. under vacuum at 450 mbar gave the crude product N-(methoxymethyl)-N-((trimethylsilyl)methyl)butan-1-amine (13.5 g) as an oil in quantitative yield. The product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964739B2
Source datasetuspto-grants-2011_06
ORD IDord-2b0737ed752d4c469785374c44c37b94
Source noteuspto-grants-2011_06