Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 611466Generated: November 2, 2026

Imidazole → Methyl 3-tert-butyldimethylsilyloxy-4-methoxybenzoate

https://huagongshe.com/reaction/611466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantDimethylformamideHCID 6228—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl 3-hydroxy-4-methoxybenzoateHCID 4056967—
SolventHexaneHCID 8058—
ProductMethyl 3-tert-butyldimethylsilyloxy-4-methoxybenzoateHCID 11335452—

Reaction Steps

A mixture of methyl 3-hydroxy-4-methoxybenzoate (120 mg, 0.66 mmol, prepared in Step 1, above), tert-butyldimethylsilyl chloride: (109 mg, 0.72 mmol), imidazole (98 mg, 1.24 mmol) and dimethylformamide (DMF, 2 ml) was stirred at room temperature over night. Extractive workup with hexane gave 90 mg of methyl 3-tert-butyldimethylsilyloxy-4-methoxybenzoate. NMR(δ): 0.18 (s, 3H), 1.00 (s, 9H),3.88 (s, 3H), 3.89 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06001659
Source datasetuspto-grants-1999_12
ORD IDord-89115d65ed8d49689f6538400762e81d
Source noteuspto-grants-1999_12