(2-(2-(phenylethynyl)pyrrolidin-1-yl)-4-(trifluoromethyl)phenyl)methanol

Base Information

Chemical Name:(2-(2-(phenylethynyl)pyrrolidin-1-yl)-4-(trifluoromethyl)phenyl)methanol
CAS No.:1374603-94-7
Molecular Formula:C₂₀H₁₈F₃NO
Molecular Weight:345.364
Hs Code.:

Synonyms:(2-(2-(phenylethynyl)pyrrolidin-1-yl)-4-(trifluoromethyl)phenyl)methanol

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Chemical Property of (2-(2-(phenylethynyl)pyrrolidin-1-yl)-4-(trifluoromethyl)phenyl)methanol

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Technology Process of (2-(2-(phenylethynyl)pyrrolidin-1-yl)-4-(trifluoromethyl)phenyl)methanol

There total 3 articles about (2-(2-(phenylethynyl)pyrrolidin-1-yl)-4-(trifluoromethyl)phenyl)methanol 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: 66.0%

: 1374604-11-1
8-(trifluoromethyl)-2,3,3a,5-tetrahydro-1H-benzo[d]pyrrolo[2,1-b][1,3]oxazine

: 536-74-3
phenylacetylene

: 1374603-94-7
(2-(2-(phenylethynyl)pyrrolidin-1-yl)-4-(trifluoromethyl)phenyl)methanol

Guidance literature:: phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

With boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

8-(trifluoromethyl)-2,3,3a,5-tetrahydro-1H-benzo[d]pyrrolo[2,1-b][1,3]oxazine; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1055/s-0033-1339313

Reference yield:

: 89763-93-9
2-Fluoro-4-(trifluoromethyl)benzaldehyde

: 1374603-94-7
(2-(2-(phenylethynyl)pyrrolidin-1-yl)-4-(trifluoromethyl)phenyl)methanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 153 °C / Inert atmosphere

2.1: scandium tris(trifluoromethanesulfonate) / 1,2-dichloro-ethane / 80 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexanes / 0.33 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

3.3: -78 - 20 °C / Inert atmosphere

With n-butyllithium; potassium carbonate; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; hexanes; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.201108639

Reference yield:

: 1374603-97-0
2-(pyrrolidin-1-yl)-4-(trifluoromethyl)benzaldehyde

: 1374603-94-7
(2-(2-(phenylethynyl)pyrrolidin-1-yl)-4-(trifluoromethyl)phenyl)methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: scandium tris(trifluoromethanesulfonate) / 1,2-dichloro-ethane / 80 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexanes / 0.33 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

2.3: -78 - 20 °C / Inert atmosphere

With n-butyllithium; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; hexanes; 1,2-dichloro-ethane;
DOI:10.1002/anie.201108639