Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1171771Generated: November 1, 2026

Imidazole → Methyl {[tert-butyl(dimethyl)silyl]oxy}(4-methoxyphenyl)acetate

https://huagongshe.com/reaction/1171771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl 2-hydroxy-2-(4-methoxyphenyl)acetateHCID 523496—
SolventDimethylformamideHCID 6228—
ProductMethyl {[tert-butyl(dimethyl)silyl]oxy}(4-methoxyphenyl)acetateHCID 8662312697.3%

Reaction Steps

TBDMSCl (1.5 g, 9.94 mmol) and imidazole (1.0 g, 14.6 mmol) were added to a solution of methyl hydroxy-(4-methoxyphenyl)acetate (Teodozyj Kolasa et al., J. Org. Chem., 1987, 22, 4978-4984) (1.3 g, 6.62 mmol) in DMF (8 mL) and the mixture was stirred at r.t. for 2 h. Water was added and the mixture was extracted with diethyl ether. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated to give the title compound (2.0 g, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07829707B2
Source datasetuspto-grants-2010_11
ORD IDord-8c065bb14b334bd5901077221dadb90f
Source noteuspto-grants-2010_11