4-{3-[5-methyl-2-(4-trifluoromethylphenyl)oxazol-4-ylmethoxy]phenyl}but-3-yn-2-ol

Base Information

Chemical Name:4-{3-[5-methyl-2-(4-trifluoromethylphenyl)oxazol-4-ylmethoxy]phenyl}but-3-yn-2-ol
CAS No.:174259-03-1
Molecular Formula:C₂₂H₁₈F₃NO₃
Molecular Weight:401.385
Hs Code.:

Synonyms:4-{3-[5-methyl-2-(4-trifluoromethylphenyl)oxazol-4-ylmethoxy]phenyl}but-3-yn-2-ol

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Chemical Property of 4-{3-[5-methyl-2-(4-trifluoromethylphenyl)oxazol-4-ylmethoxy]phenyl}but-3-yn-2-ol

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Technology Process of 4-{3-[5-methyl-2-(4-trifluoromethylphenyl)oxazol-4-ylmethoxy]phenyl}but-3-yn-2-ol

There total 6 articles about 4-{3-[5-methyl-2-(4-trifluoromethylphenyl)oxazol-4-ylmethoxy]phenyl}but-3-yn-2-ol 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: 59.0%

: 75-07-0,9002-91-9
acetaldehyde

: 174259-02-0
4-(3-ethynylphenoxymethyl)-5-methyl-2-(4-trifluoromethylphenyl)oxazole

: 174259-03-1
4-{3-[5-methyl-2-(4-trifluoromethylphenyl)oxazol-4-ylmethoxy]phenyl}but-3-yn-2-ol

Guidance literature:: 4-(3-ethynylphenoxymethyl)-5-methyl-2-(4-trifluoromethylphenyl)oxazole; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h;

acetaldehyde; In tetrahydrofuran; at 0 ℃; for 0.5h; Further stages.;
DOI:10.1021/jm990476x

Reference yield:

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 174259-03-1
4-{3-[5-methyl-2-(4-trifluoromethylphenyl)oxazol-4-ylmethoxy]phenyl}but-3-yn-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 65 percent / HCl gas / ethyl acetate / 3 h / 5 °C

2.1: 30 percent / POCl₃ / CHCl₃ / 2.5 h / Heating

3.1: 65 percent / K₂CO₃ / dimethylformamide / 3 h / 80 °C

4.1: t-BuOK / tetrahydrofuran / 2 h / -78 °C

4.2: 67 percent / tetrahydrofuran / 48 h / 20 °C

5.1: LiN(SiMe₃)2 / tetrahydrofuran / 1 h / 0 °C

5.2: 59 percent / tetrahydrofuran / 0.5 h / 0 °C

With hydrogenchloride; potassium tert-butylate; potassium carbonate; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; chloroform; ethyl acetate; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Chlorination / 3.1: Alkylation / 4.1: Metallation / 4.2: Condensation / 5.1: Metallation / 5.2: Addition;
DOI:10.1021/jm990476x

Reference yield:

: 100-83-4
meta-hydroxybenzaldehyde

: 174259-03-1
4-{3-[5-methyl-2-(4-trifluoromethylphenyl)oxazol-4-ylmethoxy]phenyl}but-3-yn-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 65 percent / K₂CO₃ / dimethylformamide / 3 h / 80 °C

2.1: t-BuOK / tetrahydrofuran / 2 h / -78 °C

2.2: 67 percent / tetrahydrofuran / 48 h / 20 °C

3.1: LiN(SiMe₃)2 / tetrahydrofuran / 1 h / 0 °C

3.2: 59 percent / tetrahydrofuran / 0.5 h / 0 °C

With potassium tert-butylate; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Alkylation / 2.1: Metallation / 2.2: Condensation / 3.1: Metallation / 3.2: Addition;
DOI:10.1021/jm990476x