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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2042897Generated: October 29, 2026

Acetic Anhydride → N-[(2H-1,3-Benzodioxol-5-yl)methyl]ethanimidic acid

https://huagongshe.com/reaction/2042897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantSodium HydroxideHCID 14798—
ReactantBenzo-1,3-dioxole-5-methylamineHCID 75799—
SolventAcetic AcidHCID 176—
ProductN-[(2H-1,3-Benzodioxol-5-yl)methyl]ethanimidic acidHCID 29054977%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 3,4-methylenedioxybenzylamine (10 g, 66.2 mmol) in acetic acid (50 mL) was added acetic anhydride (15.27 g, 150 mmol). The mixture was stirred at 20° C. for 30 minutes. Then it was adjusted to PH7 with 10% NaOH. The mixture was filtered to obtain a solid which was washed water and dried in vacuum to give N-(benzo[d][1,3]dioxol-5-ylmethyl)acetamide as a white solid (9.24 g, 77%). LC-MS: 194 [M+1]+; 1H-NMR (DMSO-d6): δ 1.84 (s, 3H), 4.12 (d, 2H, J=6.4 Hz), 5.98 (s, 2H), 6.71 (m, 2H), 6.83 (m, 2H), 8.28 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586605B2
Source datasetuspto-grants-2013_11
ORD IDord-8e4bc898c27742cd88b67246016050ea
Source noteuspto-grants-2013_11