Silane, (chloromethyl)trimethyl- → HCID 67244917, compound

Participants

Reaction Steps

A mixture of 2-methoxybenzylamine (25 g, 182.2 mmol) and trimethylsilylmethyl chloride (11.2 g, 91.1 mmol) in acetonitrile (140 ml) was refluxed overnight. Then the mixture was concentrated under vacuum at 70° C. with a rotary evaporator to remove all volatiles. The white residue was mixed with n-heptane (250 ml) and filtered over a glass filter. The salt residue was washed with n-heptane (2×25 ml). The combined heptane filtrates were concentrated under vacuum to give the crude product 2-methoxy-N-[(trimethylsilyl)methyl]benzenemethanamine as a clear oil (21.5 g; >100%) in quantitative yield. The product (92% pure according to GC-MS) was used without further purification.

Provenance & Evidence