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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77951Generated: October 23, 2026

Nitromethane → 3-Benzyloxy-trans-beta-nitrostyrene

https://huagongshe.com/en/reaction/77951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
Reactant3-BenzyloxybenzaldehydeHCID 74342—
ReactantAmmonium AcetateHCID 517165—
SolventAcetic AcidHCID 176—
Product3-Benzyloxy-trans-beta-nitrostyreneHCID 536828289%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-benzyloxy-benzaldehyde (5.16 g, 24.3 mmol) described in Manufacturing Example 61-1-1, nitromethane (2.16 mL, 48.6 mmol), ammonium acetate (2.81 g, 36.5 mmol) and acetic acid (50 mL) was stirred for 6 hours at 100° C. This mixture was cooled to room temperature, concentrated under a reduced pressure, and diluted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=4:1-2:1-1:1) to obtain the title compound (5.50 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-608c6ae546804616b361a3c77db65a46
Source noteuspto-grants-2014_09