4-<6,7-Dihydro-spirothiophen-4(5H),3'-pyrrolidin>-1'-yl>-1-(4-fluorphenyl)-1-butanon

Base Information

• Chemical Name: 4-<6,7-Dihydro-spirothiophen-4(5H),3'-pyrrolidin>-1'-yl>-1-(4-fluorphenyl)-1-butanon
• CAS No.: 89434-61-7
• Molecular Formula: C₂₁H₂₄FNOS
• Molecular Weight: 357.492

Synonyms:

Chemical Property of 4-<6,7-Dihydro-spirothiophen-4(5H),3'-pyrrolidin>-1'-yl>-1-(4-fluorphenyl)-1-butanon

Chemical Property:

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Technology Process of 4-<6,7-Dihydro-spirothiophen-4(5H),3'-pyrrolidin>-1'-yl>-1-(4-fluorphenyl)-1-butanon

There total 6 articles about 4-<6,7-Dihydro-spirothiophen-4(5H),3'-pyrrolidin>-1'-yl>-1-(4-fluorphenyl)-1-butanon 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: 56.0%

6,7-dihydro-5H-spiro[[1]benzothiophene-4,3'-pyrrolidine] (89434-56-0) + 4-chloro-1-(4-fluorophenyl)-1,1-(ethylenedioxy)butane (3308-94-9) → 4-<6,7-Dihydro-spirothiophen-4(5H),3'-pyrrolidin>-1'-yl>-1-(4-fluorphenyl)-1-butanon (89434-61-7)

Guidance literature:

With potassium carbonate; sodium iodide; In toluene; for 46h; Heating;

DOI:10.1002/ardp.19843170214

Reference yield:

4-keto-4,5,6,7-tetrahydrothianaphthene (13414-95-4) → 4-<6,7-Dihydro-spirothiophen-4(5H),3'-pyrrolidin>-1'-yl>-1-(4-fluorphenyl)-1-butanon (89434-61-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 94 percent / ammonium acetate / acetic acid; benzene / 15 h / Heating

2: 86 percent / aq. ethanol / 0.58 h

3: 91 percent / conc. HCl / acetic acid / 120 h / Heating

4: 85 percent / conc. aq. NH₃ / 3 h / 160 °C

5: 86 percent / LiAlH₄ / tetrahydrofuran / 20 h / Heating

6: 56 percent / K₂CO₃, NaI / toluene / 46 h / Heating

With ammonium acetate; hydrogenchloride; ammonium hydroxide; lithium aluminium tetrahydride; potassium carbonate; sodium iodide; In tetrahydrofuran; ethanol; acetic acid; toluene; benzene;

DOI:10.1002/ardp.19843170214

Reference yield:

6,7-Dihydro-benzothiophen-4(5H)-yliden-propandinitril (89434-49-1) → 4-<6,7-Dihydro-spirothiophen-4(5H),3'-pyrrolidin>-1'-yl>-1-(4-fluorphenyl)-1-butanon (89434-61-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / aq. ethanol / 0.58 h

2: 91 percent / conc. HCl / acetic acid / 120 h / Heating

3: 85 percent / conc. aq. NH₃ / 3 h / 160 °C

4: 86 percent / LiAlH₄ / tetrahydrofuran / 20 h / Heating

5: 56 percent / K₂CO₃, NaI / toluene / 46 h / Heating

With hydrogenchloride; ammonium hydroxide; lithium aluminium tetrahydride; potassium carbonate; sodium iodide; In tetrahydrofuran; ethanol; acetic acid; toluene;

DOI:10.1002/ardp.19843170214

upstream raw materials:

6,7-dihydro-5H-spiro[[1]benzothiophene-4,3'-pyrrolidine]

4-chloro-1-(4-fluorophenyl)-1,1-(ethylenedioxy)butane

4-keto-4,5,6,7-tetrahydrothianaphthene

6,7-Dihydro-benzothiophen-4(5H)-yliden-propandinitril

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