trans-3',4',4a',8a'-tetrahydro-8a'-methyl-6'-(phenylthio)spiro<1,2-dioxolane-2,1'(2'H)-naphthalen>-8'(5'H)-one

Base Information

Chemical Name:trans-3',4',4a',8a'-tetrahydro-8a'-methyl-6'-(phenylthio)spiro<1,2-dioxolane-2,1'(2'H)-naphthalen>-8'(5'H)-one
CAS No.:105090-25-3
Molecular Formula:C₁₉H₂₂O₃S
Molecular Weight:330.448
Hs Code.:

Synonyms:trans-3',4',4a',8a'-tetrahydro-8a'-methyl-6'-(phenylthio)spiro<1,2-dioxolane-2,1'(2'H)-naphthalen>-8'(5'H)-one

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Chemical Property of trans-3',4',4a',8a'-tetrahydro-8a'-methyl-6'-(phenylthio)spiro<1,2-dioxolane-2,1'(2'H)-naphthalen>-8'(5'H)-one

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Technology Process of trans-3',4',4a',8a'-tetrahydro-8a'-methyl-6'-(phenylthio)spiro<1,2-dioxolane-2,1'(2'H)-naphthalen>-8'(5'H)-one

There total 6 articles about trans-3',4',4a',8a'-tetrahydro-8a'-methyl-6'-(phenylthio)spiro<1,2-dioxolane-2,1'(2'H)-naphthalen>-8'(5'H)-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: 83.0%

: 105090-22-0
trans-3-(phenylthio)-5,6,4a,8a-tetrahydro-8a-methylnaphthalene-1,8(4H,7H)-dione

: 107-21-1
ethylene glycol

: 105090-25-3
trans-3',4',4a',8a'-tetrahydro-8a'-methyl-6'-(phenylthio)spiro<1,2-dioxolane-2,1'(2'H)-naphthalen>-8'(5'H)-one

Guidance literature:: With toluene-4-sulfonic acid; In benzene; for 6h; Heating;
DOI:10.1021/jo00377a020

Reference yield:

: 930-68-7
cyclohexenone

: 105090-25-3
trans-3',4',4a',8a'-tetrahydro-8a'-methyl-6'-(phenylthio)spiro<1,2-dioxolane-2,1'(2'H)-naphthalen>-8'(5'H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: TiCl₄, titanium isopropoxide / CH₂Cl₂ / 4 h

2: 93 percent / thiophenol, n-BuLi / tetrahydrofuran / 20 h / Heating

3: tetrabutylammonium hydroxide / benzene; H₂O / 20 h

4: 83 percent / p-toluenesulfonic acid / benzene / 6 h / Heating

With titanium(IV) isopropylate; n-butyllithium; tetra(n-butyl)ammonium hydroxide; titanium tetrachloride; toluene-4-sulfonic acid; thiophenol; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1021/jo00377a020

Reference yield:

: 130416-64-7
[1-methoxy-3-(phenylsulfanyl)buta-1,3-dienyloxy]trimethylsilane

: 105090-25-3
trans-3',4',4a',8a'-tetrahydro-8a'-methyl-6'-(phenylthio)spiro<1,2-dioxolane-2,1'(2'H)-naphthalen>-8'(5'H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: TiCl₄, titanium isopropoxide / CH₂Cl₂ / 4 h

2: 93 percent / thiophenol, n-BuLi / tetrahydrofuran / 20 h / Heating

3: tetrabutylammonium hydroxide / benzene; H₂O / 20 h

4: 83 percent / p-toluenesulfonic acid / benzene / 6 h / Heating

With titanium(IV) isopropylate; n-butyllithium; tetra(n-butyl)ammonium hydroxide; titanium tetrachloride; toluene-4-sulfonic acid; thiophenol; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1021/jo00377a020