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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452410Generated: October 30, 2026

Propylamine → N-[(7-bromo-6-fluoro-4H-1,3-benzodioxin-2-yl)methyl]propan-1-amine

https://huagongshe.com/reaction/452410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylamineHCID 7852—
Reactant7-bromo-2-(bromomethyl)-6-fluoro-4H-1,3-benzodioxineHCID 67155779—
SolventEthanolHCID 702—
ProductN-[(7-bromo-6-fluoro-4H-1,3-benzodioxin-2-yl)methyl]propan-1-amineHCID 4448163041.1%

Reaction Steps

Preparation according to Example 3. 7-bromo-2-(bromomethyl)-6-fluoro-4H-1,3-benzodioxine (0.60 g, 1.84 mmol), propan-1-amine (1.0 ml, 12.2 mmol) and EtOH (3.0 ml) was Heated at 130° C. for 40 min. Twice purification by flash column chroma-tography (EtOAc) gave the pure title compound (0.23 g, 41%). The amine was converted into the hydrochloric acid salt and crystallized from EtOH/DEE. M.p. 182° C. MS m/z (rel. intensity, 70 eV) 305 (M+, 3), 303 (M+, 3), 205 (8), 203 (8), 96 (6), 95 (10), 72 (bp).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492372B2
Source datasetuspto-grants-2013_07
ORD IDord-6129fb507da1432c835d431b9a314456
Source noteuspto-grants-2013_07