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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 871268Generated: October 30, 2026

Nitric Acid → Ethyl 7-nitro-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate

https://huagongshe.com/reaction/871268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
ReactantAcetic AnhydrideHCID 7918—
ReactantEthyl 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylateHCID 16648286—
SolventAcetic AcidHCID 176—
ProductEthyl 7-nitro-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylateHCID 1959011499%

Reaction Conditions

Temperature50 °C

Reaction Steps

According to the procedure described in Example 6A Step 2, to a solution of ethyl 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate (1.42 g, 6.8 mmol) and Ac2O (3 mL), in AcOH (15 mL) was dropped fuming nitric acid (1 mL). The reacted ion was heated at 50° C. for 2 hours, to afford ethyl 7-nitro-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate as a solid (1.720 g, 99%). 1H NMR (300 MHz, CDCl3) δ 7.51 (s, 1H), 7.18 (s, 1H), 4.36 (m, 6H), 1.33 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969587B2
Source datasetuspto-grants-2015_03
ORD IDord-312b2627358c4deb97eb142d99d6bf13
Source noteuspto-grants-2015_03