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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358370Generated: November 1, 2026

Lithium Chloride → (4-amino-3-vinylbenzyl)carbamic Acid t-butyl Ester

https://huagongshe.com/reaction/2358370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium ChlorideHCID 433294—
Reactanttert-Butyl 4-amino-3-iodobenzylcarbamateHCID 10383091—
ReactantTri(butyl)vinyltinHCID 53438229—
SolventDimethylformamideHCID 6228—
Product(4-amino-3-vinylbenzyl)carbamic Acid t-butyl EsterHCID 68457485—

Reaction Conditions

Temperature90 °C

Reaction Steps

A 50 ml two-neck round bottom flask was filled with argon gas and the solution of tetrakis(triphenyl phosphine)palladium(0) (123.7 mg, 0.107 mmol, 0.06 eq.) and lithium chloride (211.9 mg, 4.998 mmol, 2.8 eq.) in DMF was put into the flask. To the solution was added (4-amino-3-iodobenzyl) carbamic acid t-butyl ester (621.4 mg, 1.875 mmol, 1 eq.) and tributylvinyltin (782.5 mg, 2.678 mmol, 1.5 eq.). The mixture solution was heated to 90° C. to reflux for one night. After confirming the completion of the reaction with TLC, the reaction solution was extracted with methylenechloride, washed with water and brine, dried over Na2SO4, filtered and evaporated. The obtained liquid was column-chromatographed (n-hexane/ethyl acetate=3/1) to yield brown liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763657B2
Source datasetuspto-grants-2010_07
ORD IDord-7de3eef4449f49b7a80b05a4e32b4a68
Source noteuspto-grants-2010_07