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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728073Generated: October 30, 2026

Acetic Acid → 6-[2-(Tert-butyl-dimethyl-silanyloxy)-ethoxy]-3-chloro-2-fluoro-benzaldehyde

https://huagongshe.com/reaction/1728073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDimethylformamideHCID 6228—
ReactantLithium diisopropylamineHCID 45051747—
ReactantTert-butyl-[2-(4-chloro-3-fluoro-phenoxy)-ethoxy]-dimethyl-silaneHCID 57566201—
SolventTetrahydrofuranHCID 8028—
Product6-[2-(Tert-butyl-dimethyl-silanyloxy)-ethoxy]-3-chloro-2-fluoro-benzaldehydeHCID 5756586841%

Reaction Steps

In a manner similar to the method described in example 52a, tert-butyl-[2-(4-chloro-3-fluoro-phenoxy)-ethoxy]-dimethyl-silane (14.3 g, 47 mmol) prepared in example 132a was reacted with lithium diisopropylamine (34 mL, 1.8 M in THF, 61 mmol), N,N-dimethyl-formamide (4.7 mL, 61 mmol) and quenched with acetic acid (14 g, 234 mmol) in tetrahydrofuran to give 6-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-3-chloro-2-fluoro-benzaldehyde as a white solid (Yield: 6.4 g, 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-0b92d965735e4200a3f397f54586d855
Source noteuspto-grants-2009_02