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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2399531Generated: November 1, 2026

tert-Butanol → tert-Butyl 2-(4-tert-butyldimethylsilyloxymethyl-2-propylphenoxy)-2-phenylacetate

https://huagongshe.com/reaction/2399531

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantTriethylamineHCID 8471—
ReactantOxalyl chlorideHCID 65578—
Reactant2-(4-Tert-butyldimethylsilyloxymethyl-2-propylphenoxy)-2-phenylacetic acidHCID 19385597—
CatalystDimethylformamideHCID 6228—
SolventBenzeneHCID 241—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 2-(4-tert-butyldimethylsilyloxymethyl-2-propylphenoxy)-2-phenylacetateHCID 1938564573.8%

Reaction Steps

To a solution of 929 mg (2.24 mmol) of the product of Step L in benzene were added oxalyl chloride (234 mL, 2.69 mmol) and one drop of DMF at 0° C. The solution was stirred at rt for 45 minutes. After concentration the residue was dissolved in CH2Cl2 (10 mL). The solution was added to a solution of tert-butyl alcohol (253 mL, 2.69 mmol) and Et3N in CH2Cl2 (10 mL) at 0° C. The solution was stirred at rt for 3 hours. The mixture was poured into EtOAc (50 mL) and washed with H2O (1×) and brine, and dried over anhydrous MgSO4. Concentration gave 778 mg of the title compound as a slightly yellow glass.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05449682
Source datasetuspto-grants-1995_09
ORD IDord-44f29a0f5c474e108cc9703560184410
Source noteuspto-grants-1995_09