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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 964332Generated: October 30, 2026

Imidazole → methyl (t-butyldimethylsilyloxy)acetate

https://huagongshe.com/reaction/964332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl GlycolateHCID 66774—
SolventDimethylformamideHCID 6228—
Productmethyl (t-butyldimethylsilyloxy)acetateHCID 1117173497,876,664%

Reaction Steps

Methyl glycolate (0.776 ml, 0.905 g, 10.0 nmol) was added to a suspension of TBDMS-Cl (1.81 g, 12.0 mmol) and imidazole (1.7 g, 25.0 mmol) in dry dimethylformamide (DMF) (2.0 ml) at 0° C., under stirring. After 90 min stirring at RT, water (25 ml) was added, and the resulting mixture was extracted with ethyl ether (3×15 ml). The organic phases were combined, washed with water (3×15 ml), dried (Na2SO4) and evaporated to give methyl (t-butyldimethylsilyloxy)acetate (2.0 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05767282
Source datasetuspto-grants-1998_06
ORD IDord-7cf9a88370b5437eacec6c295dbdd33b
Source noteuspto-grants-1998_06