3'-[1-(4-Trifluoromethyl-phenyl)-meth-(Z)-ylidene]-3'H-spiro[cyclohexa-2,5-diene-1,1'-isobenzofuran]-4-one

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Chemical Name:3'-[1-(4-Trifluoromethyl-phenyl)-meth-(Z)-ylidene]-3'H-spiro[cyclohexa-2,5-diene-1,1'-isobenzofuran]-4-one
CAS No.:123289-67-8
Molecular Formula:C₂₁H₁₃F₃O₂
Molecular Weight:354.328
Hs Code.:

Synonyms:3'-[1-(4-Trifluoromethyl-phenyl)-meth-(Z)-ylidene]-3'H-spiro[cyclohexa-2,5-diene-1,1'-isobenzofuran]-4-one

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Chemical Property of 3'-[1-(4-Trifluoromethyl-phenyl)-meth-(Z)-ylidene]-3'H-spiro[cyclohexa-2,5-diene-1,1'-isobenzofuran]-4-one

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Technology Process of 3'-[1-(4-Trifluoromethyl-phenyl)-meth-(Z)-ylidene]-3'H-spiro[cyclohexa-2,5-diene-1,1'-isobenzofuran]-4-one

There total 6 articles about 3'-[1-(4-Trifluoromethyl-phenyl)-meth-(Z)-ylidene]-3'H-spiro[cyclohexa-2,5-diene-1,1'-isobenzofuran]-4-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: 94.0%

: 123289-63-4
C₂₃H₁₇F₃O₃

: 123289-67-8
3'-[1-(4-Trifluoromethyl-phenyl)-meth-(Z)-ylidene]-3'H-spiro[cyclohexa-2,5-diene-1,1'-isobenzofuran]-4-one

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 6h; Ambient temperature;
DOI:10.1021/jo00283a035

Reference yield:

: 2142-69-0
2-bromophenyl methyl ketone

: 123289-67-8
3'-[1-(4-Trifluoromethyl-phenyl)-meth-(Z)-ylidene]-3'H-spiro[cyclohexa-2,5-diene-1,1'-isobenzofuran]-4-one

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / p-TsOH / methanol / 6 h

2: 1.) n-BuLi / 1.) THF, -78 deg C, 2 h, 2.) THF, from -78 deg C to RT, 3 h

3: 83 percent / pyridine, succinic anhydride, benzoic acid / bis-(2-methoxy-ethyl) ether / 2.5 h / 140 - 150 °C

4: 71 percent / N-bromosuccinimide, pyridine / tetrahydrofuran / 0.17 h

5: 62 percent / dichloro<1,3-bis(diphenylphosphino)propane>nickel(II) / diethyl ether / 2 h / Ambient temperature

6: 94 percent / 0.1M HCl / tetrahydrofuran / 6 h / Ambient temperature

With pyridine; succinic acid anhydride; hydrogenchloride; N-Bromosuccinimide; n-butyllithium; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); toluene-4-sulfonic acid; benzoic acid; In tetrahydrofuran; methanol; diethyl ether; diethylene glycol dimethyl ether;
DOI:10.1021/jo00283a035

Reference yield:

: 120254-85-5
3''-methylenedispiro<1,3-dioxolane-2,1'-<2,5>cyclohexadiene-4',1''(3''H)-isobenzofuran>

: 123289-67-8
3'-[1-(4-Trifluoromethyl-phenyl)-meth-(Z)-ylidene]-3'H-spiro[cyclohexa-2,5-diene-1,1'-isobenzofuran]-4-one

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / N-bromosuccinimide, pyridine / tetrahydrofuran / 0.17 h

2: 62 percent / dichloro<1,3-bis(diphenylphosphino)propane>nickel(II) / diethyl ether / 2 h / Ambient temperature

3: 94 percent / 0.1M HCl / tetrahydrofuran / 6 h / Ambient temperature

With pyridine; hydrogenchloride; N-Bromosuccinimide; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo00283a035