2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

Base Information

Chemical Name:2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide
CAS No.:1251957-82-0
Molecular Formula:C₁₆H₂₀N₂O₃
Molecular Weight:288.346
Hs Code.:

Synonyms:2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

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Chemical Property of 2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

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Technology Process of 2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

There total 9 articles about 2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide 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: 80.0%

: 1072-67-9
5-methylisoxazol-3-ylamine

: 861448-74-0
[4-(2-hydroxy-2-methylpropyl)phenyl]acetic acid

: 1251957-82-0
2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

Guidance literature:: [4-(2-hydroxy-2-methylpropyl)phenyl]acetic acid; With 1,1'-carbonyldiimidazole; In ethyl acetate; at 25 - 30 ℃; for 0.25h; Large scale reaction;

5-methylisoxazol-3-ylamine; In ethyl acetate; at 50 - 55 ℃; for 36h; Large scale reaction;
DOI:10.1021/op1001462

Reference yield:

: 41841-16-1
(4-bromo-phenyl)-acetic acid methyl ester

: 1251957-82-0
2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: tributyltin methoxide; palladium diacetate; tris-(o-tolyl)phosphine / toluene / 7 h / 100 °C / Inert atmosphere

1.2: 1.5 h

2.1: lithium hydroxide / tetrahydrofuran; water / 2.75 h / -5 - 0 °C

3.1: tetrahydrofuran; diethyl ether / 5.5 h / 8 - 20 °C / Inert atmosphere

3.2: 5 °C

4.1: 1,1'-carbonyldiimidazole / ethyl acetate / 0.25 h / 25 - 30 °C / Large scale reaction

4.2: 36 h / 50 - 55 °C / Large scale reaction

With tributyltin methoxide; palladium diacetate; tris-(o-tolyl)phosphine; 1,1'-carbonyldiimidazole; lithium hydroxide; In tetrahydrofuran; diethyl ether; water; ethyl acetate; toluene; 1.1: Stille coupling;
DOI:10.1021/op1001462

Reference yield:

: 1878-68-8
2-(4-bromophenyl)-acetic acid

: 1251957-82-0
2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetyl chloride / 18.5 h / 0 - 20 °C / Inert atmosphere

2.1: tributyltin methoxide; palladium diacetate; tris-(o-tolyl)phosphine / toluene / 7 h / 100 °C / Inert atmosphere

2.2: 1.5 h

3.1: lithium hydroxide / tetrahydrofuran; water / 2.75 h / -5 - 0 °C

4.1: tetrahydrofuran; diethyl ether / 5.5 h / 8 - 20 °C / Inert atmosphere

4.2: 5 °C

5.1: 1,1'-carbonyldiimidazole / ethyl acetate / 0.25 h / 25 - 30 °C / Large scale reaction

5.2: 36 h / 50 - 55 °C / Large scale reaction

With tributyltin methoxide; palladium diacetate; acetyl chloride; tris-(o-tolyl)phosphine; 1,1'-carbonyldiimidazole; lithium hydroxide; In tetrahydrofuran; diethyl ether; water; ethyl acetate; toluene; 2.1: Stille coupling;
DOI:10.1021/op1001462