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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728121Generated: October 31, 2026

Acetyl chloride → 1-{2-[2-(Tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-ethyl-phenyl}-3-trimethylsilyoxy-2-aza1,3-butadiene

https://huagongshe.com/reaction/1728121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantTriethylamineHCID 8471—
Reactant3-ChlorobenzaldehydeHCID 11477—
ReactantHexamethyldisilazaneHCID 13838—
Reactant2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-5-ethyl-benzaldehydeHCID 57566093—
ReactantButyllithiumHCID 178418339—
Product1-{2-[2-(Tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-ethyl-phenyl}-3-trimethylsilyoxy-2-aza1,3-butadieneHCID 76568080—

Reaction Steps

In a manner similar to the method described in example 1b, 2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-5-ethyl-benzaldehyde (3.24 g, 10.5 mmol) prepared in example 185a was used as the starting material in place of 3-chloro-benzaldehyde to react with 1,1,1,3,3,3-hexamethyldisilazane (2.18 mL, 10.5 mmol), n-butyllithium (2.5 M, 4 mL, 10.5 mmol), trimethylsilyl chloride (1.1 g, 10 mmol), triethylamine (1.4 g, 13 mmol) and acetyl chloride (1.0 g, 13 mmol) to give 1-{2-[2-(tert-butyl-dimethylsilanyloxy)-ethoxy]-5-ethyl-phenyl}-3-trimethylsilyoxy-2-aza-1,3-butadiene as yellow gum and used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-7836ce0e7c8945d5873c9b43482aa9b4
Source noteuspto-grants-2009_02