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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095692Generated: October 30, 2026

Potassium Carbonate → Tert-butyl 2-ethynyl-6-methoxyphenylcarbamate

https://huagongshe.com/reaction/1095692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 2-methoxy-6-((trimethylsilyl)ethynyl)phenylcarbamateHCID 10829462—
SolventMethanolHCID 887—
ProductTert-butyl 2-ethynyl-6-methoxyphenylcarbamateHCID 8663860462%

Reaction Steps

To tert-butyl 2-methoxy-6-((trimethylsilyl)ethynyl)phenylcarbamate (4.21 g, 13.2 mmol) in MeOH (30 mL) was added K2CO3 (9.11 g, 65.9 mmol). The reaction was stirred for 30 minutes, then filtered and washed with DCM (50 mL). The combined organic layers were concentrated and diluted with DCM (20 mL), filtered, washed a second time with DCM (50 mL), then concentrated. The residue was purified by flash chromatography through a pad of silica gel with 10:1 Hexane/EtOAc (500 mL), affording the desired product (62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138181B2
Source datasetuspto-grants-2012_03
ORD IDord-6895bced2787464cb18398dad8c1202a
Source noteuspto-grants-2012_03