Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70247Generated: October 26, 2026

Potassium Hydroxide → methyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamate

https://huagongshe.com/reaction/70247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactantmethyl N-[[2-chloro-5-[2-(trimethylsilyl)ethynyl]phenyl]methyl]-carbamateHCID 66789132—
SolventMethanolHCID 887—
Productmethyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamateHCID 86641518—

Reaction Steps

To a solution of methyl N-[[2-chloro-5-[2-(trimethylsilyl)ethynyl]phenyl]methyl]-carbamate (i.e. the product of Step C) (1.37 g, 4.6 mmol) in methanol (28 mL) was added potassium hydroxide (2.3 mL, 1M in methanol). The reaction mixture was stirred at room temperature for 18 h, and then concentrated. The resulting residue was partitioned between ethyl acetate and water, the organic layer was separated, washed with water, dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the title compound as a brown oil (0.90 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822521B2
Source datasetuspto-grants-2014_09
ORD IDord-335991bc799843a988fefc58f96d603a
Source noteuspto-grants-2014_09