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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032809Generated: October 30, 2026

2-Fluoro-4-nitrotoluene → HCID 54324749, compound

https://huagongshe.com/reaction/1032809

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoro-4-nitrotolueneHCID 74025—
ReactantHCID 20086821HCID 20086821—
Reactant1-(Bromomethyl)-2-fluoro-4-nitrobenzeneHCID 21886132—
ReactantPhosphonic acid, [(2-fluoro-4-nitrophenyl)methyl]-, diethyl esterHCID 53879426—
ProductHCID 54324749HCID 54324749—

Reaction Steps

2-Fluoro-4-nitrotoluene (commercially available) was converted with the use of N-bromosuccimimide into the intermediate 2-fluoro-4-nitrobenzyl bromide, and subsequently into diethyl 2-fluoro-4-nitrobenzylphosphonate, in accordance with the specification of D. H. Wadsworth et al. in the Journal of Organic Chemistry, Vol. 30 (1965) p. 680-685. The title compound was prepared by the same procedure as described in Example 2. Making use of 23.6 g of 4-((2,2-dimethyl-1,3-dioxa-4-cyclopentyl)methyloxy)benzaldehyde and 29.1 g of diethyl 2-fluoro-4-nitrobenzyl phosphonate there were obtained in all 21 g of 4-(2,3-dihydroxypropyloxy)-2'-fluoro-4'nitrostilbene with a melting point of 110° C. and a clearing temperature of 129° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04959448
Source datasetuspto-grants-1990_09
ORD IDord-1a28a2179f8241b8a7b7a0a70ed700fa
Source noteuspto-grants-1990_09