Ethyl formate → n-(2,3-Dihydro-benzo[1,4]dioxin-2-ylmethyl)-formamide

HRID 660411Notes

Reaction equation

[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][NH2:12].[CH:13](OCC)=[O:14]>>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][NH:12][CH:13]=[O:14]

Participants

Reactant 2

HCID 8025Ethyl formate

HCID 150532-Aminomethyl-1,4-benzodioxane

Product 1

HCID 64990658n-(2,3-Dihydro-benzo[1,4]dioxin-2-ylmethyl)-formamide

Procedure

Racemic 2,3-dihydro-1,4-benzdioxin-2-ylmethylamine (825 mg, 5 mmol) was dissolved in ethyl formate (15 mL), refluxed for 30 min and evaporated in vacuo to yield N-(2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl)-formamide as an oil.

Workup

temperaturerefluxed for 30 min
customevaporated in vacuo

Sources & evidence

ORD record: ord-bf2952ed81b240f198743b3a0b40f810
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08084490B2

Reaction notes

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