3-(3,5,6-trimethyl-1,4-benzoquinon-2-ylmethyl)phenoxyacetic acid

Base Information

Chemical Name:3-(3,5,6-trimethyl-1,4-benzoquinon-2-ylmethyl)phenoxyacetic acid
CAS No.:146475-95-8
Molecular Formula:C₁₈H₁₈O₅
Molecular Weight:314.338
Hs Code.:

Synonyms:

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Chemical Property of 3-(3,5,6-trimethyl-1,4-benzoquinon-2-ylmethyl)phenoxyacetic acid

Chemical Property:

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Technology Process of 3-(3,5,6-trimethyl-1,4-benzoquinon-2-ylmethyl)phenoxyacetic acid

There total 8 articles about 3-(3,5,6-trimethyl-1,4-benzoquinon-2-ylmethyl)phenoxyacetic acid 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: 73.0%

: 146475-93-6
[3-(2,4,5-Trimethyl-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-phenoxy]-acetic acid tert-butyl ester

: 146475-95-8
3-(3,5,6-trimethyl-1,4-benzoquinon-2-ylmethyl)phenoxyacetic acid

Guidance literature:: With formic acid; for 1h; Ambient temperature;
DOI:10.1248/cpb.45.668

Reference yield:

: 103808-42-0
2,5-dimethoxy-3,4,6-trimethylbenzaldehyde

: 146475-95-8
3-(3,5,6-trimethyl-1,4-benzoquinon-2-ylmethyl)phenoxyacetic acid

Guidance literature:: Multi-step reaction with 8 steps

1: tetrahydrofuran / 2 h / Ambient temperature

2: triethylsilane, trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / 0 °C

3: H₂ / 5percent Pd/C / ethanol / 16 h / Ambient temperature

4: pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 14 h / Ambient temperature

5: cerium ammonium nitrate / acetonitrile; H₂O / 0.5 h / Ambient temperature

6: aq. NaHCO₃ / methanol / 1 h / Ambient temperature

7: K₂CO₃ / acetone / 14 h / Ambient temperature

8: 73 percent / formic acid / 1 h / Ambient temperature

With pyridine; triethylsilane; dmap; formic acid; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydrogencarbonate; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1248/cpb.45.668

Reference yield:

: 36281-96-6
<3-(benzyloxy)phenyl>magnesium bromide

: 146475-95-8
3-(3,5,6-trimethyl-1,4-benzoquinon-2-ylmethyl)phenoxyacetic acid

Guidance literature:: Multi-step reaction with 8 steps

1: tetrahydrofuran / 2 h / Ambient temperature

2: triethylsilane, trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / 0 °C

3: H₂ / 5percent Pd/C / ethanol / 16 h / Ambient temperature

4: pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 14 h / Ambient temperature

5: cerium ammonium nitrate / acetonitrile; H₂O / 0.5 h / Ambient temperature

6: aq. NaHCO₃ / methanol / 1 h / Ambient temperature

7: K₂CO₃ / acetone / 14 h / Ambient temperature

8: 73 percent / formic acid / 1 h / Ambient temperature

With pyridine; triethylsilane; dmap; formic acid; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydrogencarbonate; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1248/cpb.45.668