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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1585909Generated: October 31, 2026

Cesium carbonate → 3-(2-tert-Butoxycarbonylamino-ethoxy)-4-cyano-benzoic acid methyl ester

https://huagongshe.com/reaction/1585909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl N-(2-bromoethyl)carbamateHCID 4103526—
ReactantMethyl 4-cyano-3-hydroxybenzoateHCID 16641129—
SolventDimethylformamideHCID 6228—
Product3-(2-tert-Butoxycarbonylamino-ethoxy)-4-cyano-benzoic acid methyl esterHCID 54091503—

Reaction Steps

(2-Bromoethyl)carbamic acid tert-butyl ester (700 mg, 3.12 mmol) from step 1 and 4-cyano-3-hydroxybenzoic acid methyl ester (Example 34 Step 3, 550 mg, 3.12 mmol) was dissolved in DMF (4.5 ml). Cs2CO3 (2.03 g, 6.24 mmol) was added and the reaction stirred at room temperature for 2 hours. The reaction mixture was filtered through celite and washed with DMF (3×10 mL). The DMF was removed in vacuo. The residue was purified by flash chromatography (12% EtOAc/Hexane) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05939439
Source datasetuspto-grants-1999_08
ORD IDord-f89fbb0ad19a49359fd177b4640d0f7e
Source noteuspto-grants-1999_08