A short efficient synthesis of 4-amino-2,3-dihydrobenzofuran was written by Marburg, S.;Tolman, R. L.. And the article was included in Journal of Heterocyclic Chemistry in 1980.Recommanded Product: 56619-93-3 This article mentions the following:
3-MeOC6H4NHCOCMe3 was treated with BuLi and ethylene oxide and the 2-(hydroxyethyl) derivative cyclized by HBr to give the title compound (I; R = NH2, R1 = H), which underwent chlorination to give I (R = NH2, R1 = Cl). Sandmeyer reaction of I (R = NH2, R1 = H) gave I (R = CN, R1 = H). In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Recommanded Product: 56619-93-3).
N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Recommanded Product: 56619-93-3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem