ethyl 5-(4-fluorophenyl)-4,5-dihydroisoxazole-3-carboxylate

Base Information

• Chemical Name: ethyl 5-(4-fluorophenyl)-4,5-dihydroisoxazole-3-carboxylate
• CAS No.: 1206479-00-6
• Molecular Formula: C₁₂H₁₂FNO₃
• Molecular Weight: 237.231
• Mol file: 1206479-00-6.mol

Synonyms:ethyl 5-(4-fluorophenyl)-4,5-dihydroisoxazole-3-carboxylate

Chemical Property of ethyl 5-(4-fluorophenyl)-4,5-dihydroisoxazole-3-carboxylate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of ethyl 5-(4-fluorophenyl)-4,5-dihydroisoxazole-3-carboxylate

There total 4 articles about ethyl 5-(4-fluorophenyl)-4,5-dihydroisoxazole-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

diazoacetic acid ethyl ester (623-73-4) + para-fluorostyrene (405-99-2) → ethyl 5-(4-fluorophenyl)-4,5-dihydroisoxazole-3-carboxylate (1206479-00-6)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; tert.-butylnitrite; copper(II) acetate monohydrate; In toluene; at 80 ℃; for 0.12h; Sealed tube;

Reference yield: 90.0%

para-fluorostyrene (405-99-2) + glycine ethyl ester hydrochloride (623-33-6) → ethyl 5-(4-fluorophenyl)-4,5-dihydroisoxazole-3-carboxylate (1206479-00-6)

Guidance literature:

With tert.-butylnitrite; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium hydrogencarbonate; zinc dibromide; In tert-butyl methyl ether; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c02281

Reference yield: 83.0%

2-(4-fluorophenyl)cyclopropanecarboxylic acid ethyl ester (879324-63-7) → ethyl 5-(4-fluorophenyl)-4,5-dihydroisoxazole-3-carboxylate (1206479-00-6)

Guidance literature:

With trifluoroacetic acid; sodium nitrite; at 20 ℃; for 0.666667h; regioselective reaction;

DOI:10.1007/s10593-009-0315-6

upstream raw materials:

2-(4-fluorophenyl)cyclopropanecarboxylic acid ethyl ester

diazoacetic acid ethyl ester

para-fluorostyrene

nitroacetic acid ethyl ester

Downstream raw materials:

ethyl 5-(4-fluorophenyl)isoxazole-3-carboxylate