3,3-dimethyl-2,3,5,6-tetrahydro-1H,4H-pentalen-1-one

Base Information

Chemical Name:3,3-dimethyl-2,3,5,6-tetrahydro-1H,4H-pentalen-1-one
CAS No.:72233-31-9
Molecular Formula:C₁₀H₁₄O
Molecular Weight:150.221
Hs Code.:

Synonyms:

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Chemical Property of 3,3-dimethyl-2,3,5,6-tetrahydro-1H,4H-pentalen-1-one

Chemical Property:

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Technology Process of 3,3-dimethyl-2,3,5,6-tetrahydro-1H,4H-pentalen-1-one

There total 1 articles about 3,3-dimethyl-2,3,5,6-tetrahydro-1H,4H-pentalen-1-one 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:

: 625-35-4,3488-22-0,10487-71-5
trans-chrotonyl chloride

: 96-37-7
methyl-cyclopentane

: 3168-90-9
1-(2-methylcyclopent-1-enyl)ethanone

: 72233-31-9
3,3-dimethyl-2,3,5,6-tetrahydro-1H,4H-pentalen-1-one

Guidance literature:: With aluminium trichloride; acetyl chloride; Yield given. Multistep reaction; 1.) CH₂Cl₂, 30 min, 2.) CH₂Cl₂, reflux, 2 h;
DOI:10.1021/ja00021a036

Reference yield:

: 72233-31-9
3,3-dimethyl-2,3,5,6-tetrahydro-1H,4H-pentalen-1-one

: 80707-87-5
3a-But-3-enyl-3,3-dimethyl-6a-phenylselanyl-hexahydro-pentalen-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: CuBr*DMS / tetrahydrofuran / 24 h / -78 - 20 °C

2: 64 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.67 h / 0 - 20 °C

With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1002/hlca.19810640756

Reference yield:

: 72233-31-9
3,3-dimethyl-2,3,5,6-tetrahydro-1H,4H-pentalen-1-one

: 68269-87-4
(–)-modhephene

Guidance literature:: Multi-step reaction with 14 steps

1: 70 percent / TMS-OTf

2: Zn(Cu) / diethyl ether / Heating

3: 94 percent / aq. HCl / methanol / Ambient temperature

4: 85 percent / iodotrimethylsilane / CCl₄ / 3 h / -10 °C

5: 96 percent / TMS-OTf / CH₂Cl₂

6: TMED, HMPA / diethyl ether / 1 h / -25 °C

7: HCl, H₂O / methanol / Ambient temperature

8: n-Bu₄N⁽¹⁺⁾*F^(1-) / tetrahydrofuran; H₂O / Ambient temperature

9: 57 percent / decahydronaphthalene / 360 °C

10: 52 percent / Zn, TiCl₄ / tetrahydrofuran

11: 50 percent / MCPBA, Na₂HPO₄ / CH₂Cl₂

12: 43 percent / BF₃*Et₂O / CH₂Cl₂

13: I₂ / benzene / Heating

14: NH₂NH₂, K₂CO₃ / ethane-1,2-diol / Heating

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; disodium hydrogenphosphate; zinc copper; trimethylsilyl iodide; N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; iodine; titanium tetrachloride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; hydrazine; zinc; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; dichloromethane; water; ethylene glycol; decalin; benzene;
DOI:10.1016/S0040-4039(00)86695-2