Technology Process of 2-(2'-hydroxyethyl)-5-methylcarboxylate-1,4-benzoquinone
There total 10 articles about 2-(2'-hydroxyethyl)-5-methylcarboxylate-1,4-benzoquinone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
ammonium cerium(IV) nitrate;
In
water; acetonitrile;
for 0.0833333h;
DOI:10.1021/jo000696e
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium carbonate; tetra-n-butylammonium iodide / acetone / Heating
2.1: sodium hydride / tetrahydrofuran / 0 °C
3.1: 93 percent / LiAlH4 / tetrahydrofuran / 1 h / 0 °C
4.1: 65 percent / N,N-diethylaniline / 4 h / Heating
5.1: 94 percent / tetra-n-butylammonium iodide; potassium hydroxide / dimethylformamide / 18 h
6.1: MnO2 / CH2Cl2 / 10 h
6.2: 88 percent / NaCN; acetic acid; MnO2 / 20 h
7.1: OsO4; NaIO4 / diethyl ether; acetone; H2O / 10 h / 24 - 26 °C
7.2: sodium borohydride / methanol / 0.5 h / 0 °C
8.1: 96 mg / hydrogen / Pd/C / ethanol / 16 h
9.1: 64 percent / ceric ammonium nitrate / acetonitrile; H2O / 0.08 h
With
manganese(IV) oxide; potassium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; N,N-diethylaniline;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
4.1: Claisen rearrangement;
DOI:10.1021/jo000696e
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium hydride / tetrahydrofuran / 0 °C
2.1: 93 percent / LiAlH4 / tetrahydrofuran / 1 h / 0 °C
3.1: 65 percent / N,N-diethylaniline / 4 h / Heating
4.1: 94 percent / tetra-n-butylammonium iodide; potassium hydroxide / dimethylformamide / 18 h
5.1: MnO2 / CH2Cl2 / 10 h
5.2: 88 percent / NaCN; acetic acid; MnO2 / 20 h
6.1: OsO4; NaIO4 / diethyl ether; acetone; H2O / 10 h / 24 - 26 °C
6.2: sodium borohydride / methanol / 0.5 h / 0 °C
7.1: 96 mg / hydrogen / Pd/C / ethanol / 16 h
8.1: 64 percent / ceric ammonium nitrate / acetonitrile; H2O / 0.08 h
With
manganese(IV) oxide; potassium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; N,N-diethylaniline;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
3.1: Claisen rearrangement;
DOI:10.1021/jo000696e