ethyl 3-<4-phenyl>-5-hexynoate

Base Information

Chemical Name:ethyl 3-<4-phenyl>-5-hexynoate
CAS No.:144072-40-2
Molecular Formula:C₁₉H₂₅NO₄
Molecular Weight:331.412
Hs Code.:

ethyl 3-<4-<N-(tert-butoxycarbonyl)amino>phenyl>-5-hexynoate

Synonyms:ethyl 3-<4-phenyl>-5-hexynoate

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Chemical Property of ethyl 3-<4-phenyl>-5-hexynoate

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Technology Process of ethyl 3-<4-phenyl>-5-hexynoate

There total 8 articles about ethyl 3-<4-phenyl>-5-hexynoate 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 144072-40-2
ethyl 3-<4-phenyl>-5-hexynoate

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / NaOH / dioxane; H₂O / 6 h / Ambient temperature

2: 85 percent / CrO₃, pyridine / 0.5 h / Ambient temperature

3: 85 percent / BF₃*OEt₂ / CH₂Cl₂ / 4.5 h

4: Et₃N, methanesulfonyl chloride / CH₂Cl₂ / 1 h / 0 °C

5: 1.) NaH / 1.) THF, 25 deg C, 20 min, 2.) THF, RT, 12 h

6: 30percent aq. KOH / ethanol / 2 h / Ambient temperature

7: m-xylene / 6 h / Heating

With pyridine; chromium(VI) oxide; potassium hydroxide; sodium hydroxide; boron trifluoride diethyl etherate; sodium hydride; methanesulfonyl chloride; triethylamine; In 1,4-dioxane; ethanol; dichloromethane; water; m-xylene;
DOI:10.1021/jm00100a021

Reference yield:

: 623-04-1
4-aminobenzenemethanol

: 144072-40-2
ethyl 3-<4-phenyl>-5-hexynoate

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / NaOH / dioxane; H₂O / 6 h / Ambient temperature

2: 85 percent / CrO₃, pyridine / 0.5 h / Ambient temperature

3: 85 percent / BF₃*OEt₂ / CH₂Cl₂ / 4.5 h

4: Et₃N, methanesulfonyl chloride / CH₂Cl₂ / 1 h / 0 °C

5: 1.) NaH / 1.) THF, 25 deg C, 20 min, 2.) THF, RT, 12 h

6: 30percent aq. KOH / ethanol / 2 h / Ambient temperature

7: m-xylene / 6 h / Heating

With pyridine; chromium(VI) oxide; potassium hydroxide; sodium hydroxide; boron trifluoride diethyl etherate; sodium hydride; methanesulfonyl chloride; triethylamine; In 1,4-dioxane; ethanol; dichloromethane; water; m-xylene;
DOI:10.1021/jm00100a021

Reference yield:

: 144072-30-0
4-((tert-butoxycarbonyl)amino)benzaldehyde

: 144072-40-2
ethyl 3-<4-phenyl>-5-hexynoate

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / BF₃*OEt₂ / CH₂Cl₂ / 4.5 h

2: Et₃N, methanesulfonyl chloride / CH₂Cl₂ / 1 h / 0 °C

3: 1.) NaH / 1.) THF, 25 deg C, 20 min, 2.) THF, RT, 12 h

4: 30percent aq. KOH / ethanol / 2 h / Ambient temperature

5: m-xylene / 6 h / Heating

With potassium hydroxide; boron trifluoride diethyl etherate; sodium hydride; methanesulfonyl chloride; triethylamine; In ethanol; dichloromethane; m-xylene;
DOI:10.1021/jm00100a021