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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693792Generated: November 1, 2026

Acetic Anhydride → 1-(2-Nitroethenyl)-4-phenoxybenzene

https://huagongshe.com/reaction/1693792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantSodium 2-nitro-1-(4-phenoxy-phenyl)ethanolateHCID 66707614—
SolventTetrahydrofuranHCID 8028—
Product1-(2-Nitroethenyl)-4-phenoxybenzeneHCID 19082407139.5%

Reaction Steps

A solution of sodium 2-nitro-1-(4-phenoxy-phenyl)-ethanolate (1.17 g, 4.16 mmol) described in Manufacturing Example 17-1-1, acetic anhydride (510 mg, 4.99 mmol) and triethylamine (696 μL, 4.99 mmol) in anhydrous tetrahydrofuran (20 mL) was stirred overnight under nitrogen atmosphere at room temperature. The reaction mixture was partitioned into water and ethyl acetate at room temperature. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (1.4 g, 70%, purity: ca. 50%) as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-6a20c9c3a2524622a1a21eb985b756a9
Source noteuspto-grants-2012_04