1-(ethylthio)-8-phenyl-11,14-dioxatetracyclo<6.5.1.0^2,7.0^9,13>tetradeca-2,4,6-triene-10,12-dione

Base Information

• Chemical Name: 1-(ethylthio)-8-phenyl-11,14-dioxatetracyclo<6.5.1.0^2,7.0^9,13>tetradeca-2,4,6-triene-10,12-dione
• CAS No.: 177187-57-4
• Molecular Formula: C₂₀H₁₆O₄S
• Molecular Weight: 352.411

Synonyms:1-(ethylthio)-8-phenyl-11,14-dioxatetracyclo<6.5.1.0^2,7.0^9,13>tetradeca-2,4,6-triene-10,12-dione

Chemical Property of 1-(ethylthio)-8-phenyl-11,14-dioxatetracyclo<6.5.1.0^2,7.0^9,13>tetradeca-2,4,6-triene-10,12-dione

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Technology Process of 1-(ethylthio)-8-phenyl-11,14-dioxatetracyclo<6.5.1.0^2,7.0^9,13>tetradeca-2,4,6-triene-10,12-dione

There total 10 articles about 1-(ethylthio)-8-phenyl-11,14-dioxatetracyclo<6.5.1.0^2,7.0^9,13>tetradeca-2,4,6-triene-10,12-dione 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: 87.0%

maleic anhydride (108-31-6) + <2-<(ethylsulfinyl)methyl>phenyl>phenylmethanone (167969-82-6) → 1-(ethylthio)-8-phenyl-11,14-dioxatetracyclo<6.5.1.02,7.09,13>tetradeca-2,4,6-triene-10,12-dione (177187-57-4)

Guidance literature:

With acetic anhydride; at 120 ℃;

DOI:10.1016/0040-4039(95)00574-V

Reference yield:

2-<(ethylthio)methyl>bromobenzene (99180-11-7) → 1-(ethylthio)-8-phenyl-11,14-dioxatetracyclo<6.5.1.02,7.09,13>tetradeca-2,4,6-triene-10,12-dione (177187-57-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) t-BuLi / 1) THF, -90 deg C, 15 min, 2) 25 deg C, overnight

2: 93 percent / MnO₂ / CH₂Cl₂ / 72 h

3: 99 percent / NaIO₄ / methanol; H₂O / 1) 0 deg C, 1 h, 2) room temperature

4: 87 percent / acetic anhydride / Heating

With manganese(IV) oxide; sodium periodate; tert.-butyl lithium; In methanol; dichloromethane; water; acetic anhydride;

DOI:10.1021/jo960295s

Reference yield:

benzaldehyde (100-52-7) → 1-(ethylthio)-8-phenyl-11,14-dioxatetracyclo<6.5.1.02,7.09,13>tetradeca-2,4,6-triene-10,12-dione (177187-57-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) t-BuLi / 1) THF, -90 deg C, 15 min, 2) 25 deg C, overnight

2: 93 percent / MnO₂ / CH₂Cl₂ / 72 h

3: 99 percent / NaIO₄ / methanol; H₂O / 1) 0 deg C, 1 h, 2) room temperature

4: 87 percent / acetic anhydride / Heating

With manganese(IV) oxide; sodium periodate; tert.-butyl lithium; In methanol; dichloromethane; water; acetic anhydride;

DOI:10.1021/jo960295s

upstream raw materials:

maleic anhydride

<2-<(ethylsulfinyl)methyl>phenyl>phenylmethanone

2-<(ethylthio)methyl>bromobenzene

benzaldehyde

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