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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495659Generated: October 25, 2026

Triphenylphosphine → Ethyl 4-bromo-2-nitro-6-(trifluoromethyl)phenyl(2,4-dimethoxybenzyl)carbamate

https://huagongshe.com/reaction/495659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant2,4-Dimethoxybenzyl alcoholHCID 81750—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantEthyl 4-bromo-2-nitro-6-(trifluoromethyl)phenylcarbamateHCID 20827743—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 4-bromo-2-nitro-6-(trifluoromethyl)phenyl(2,4-dimethoxybenzyl)carbamateHCID 2232736653.5%

Reaction Steps

To a solution of ethyl 4-bromo-2-nitro-6-(trifluoromethyl)phenylcarbamate (1049.3 mg), 2,4-dimethoxybenzyl alcohol (1.7217 g) and triphenylphosphine (3.0183 g) in tetrahydrofuran (15 ml) was added diethyl azodicarboxylate (2.2505 g). The mixture was stirred at room temperature for 8 hours, and then concentrated in vacuo. The resultant residue was purified by silica gel column (110 g, hexane:ethyl acetate=20:1→10:1) to give the title compound (796.8 mg, 53%) and recovered ethyl 4-bromo-2-nitro-6-(trifluoromethyl)phenylcarbamate (489.2 mg, 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939887B2
Source datasetuspto-grants-2005_09
ORD IDord-e54fe271e5a34b3ca8a44a208e704701
Source noteuspto-grants-2005_09