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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922216Generated: October 26, 2026

C-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-methyleneamine → 1-(2,3-Dihydro-benzo[1,4]dioxin-5-yl)-ethylamine

https://huagongshe.com/reaction/1922216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantC-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-methyleneamineHCID 86618567—
ReactantHCID 178418573HCID 178418573—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product1-(2,3-Dihydro-benzo[1,4]dioxin-5-yl)-ethylamineHCID 57725501—

Reaction Conditions

Temperature60 °C

Reaction Steps

The dried resin to which the C-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-methyleneamine (1 eq) was bound was suspended in dry toluene. Under a nitrogen atmosphere methyl magnesium bromide (150 eq) in a 3 M solution in ethyl ether was added. This mixture was shaken for 24 hours at 60° C. then filtered and washed with toluene, water, then methanol and dichloromethane alternately three times. The final wash was with methanol. The solid was dried under vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173689B2
Source datasetuspto-grants-2012_05
ORD IDord-d85ab47f3527421590be7e05eaf7e6c8
Source noteuspto-grants-2012_05