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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7108Generated: October 24, 2026

Dimethylformamide → 5-tert-Butyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carbaldehyde

https://huagongshe.com/en/reaction/7108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant5-tert-butyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazoleHCID 22018569—
ReactantButyllithiumHCID 178418339—
Product5-tert-Butyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carbaldehydeHCID 2201868699%

Reaction Steps

Reaction 5-tert-butyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole (276 mg, 1.09 mmol), 2.5 M n-BuLi (567 uL, 1.42 mmol), and DMF (253 uL, 3.27 mmol) for 2 h at −40° C. gave the title compound (304 mg, 99%) as a yellow solid. 1H NMR (300 MHz, CDCl3) δ 0.00 (s, 9H), 0.91 (t, 2H, J=9.0 Hz), 1.33 (s, 9H), 3.57 (t, 2H, J=7.5 Hz), 5.72 (s, 2H), 7.10 (s, 1H), 9.80 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084155B2
Source datasetuspto-grants-2006_08
ORD IDord-d74faec5e83541cbbd0bd727ffa8fc30
Source noteuspto-grants-2006_08