methyl 4-(2'-hydroxy)ethyl-5-hydroxy-2-methoxybenzoate

Base Information

Chemical Name:methyl 4-(2'-hydroxy)ethyl-5-hydroxy-2-methoxybenzoate
CAS No.:359844-38-5
Molecular Formula:C₁₁H₁₄O₅
Molecular Weight:226.229
Hs Code.:

Synonyms:methyl 4-(2'-hydroxy)ethyl-5-hydroxy-2-methoxybenzoate

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Chemical Property of methyl 4-(2'-hydroxy)ethyl-5-hydroxy-2-methoxybenzoate

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Technology Process of methyl 4-(2'-hydroxy)ethyl-5-hydroxy-2-methoxybenzoate

There total 9 articles about methyl 4-(2'-hydroxy)ethyl-5-hydroxy-2-methoxybenzoate 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:

: 5-benzyloxy-4-(2-hydroxy-ethyl)-2-methoxy-benzoic acid methyl ester

: 359844-38-5
methyl 4-(2'-hydroxy)ethyl-5-hydroxy-2-methoxybenzoate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 16h;
DOI:10.1021/jo000696e

Reference yield:

: 2150-46-1
Methyl 2,5-dihydroxybenzoate

: 359844-38-5
methyl 4-(2'-hydroxy)ethyl-5-hydroxy-2-methoxybenzoate

Guidance literature:: Multi-step reaction with 8 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

With manganese(IV) oxide; potassium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; 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; 4.1: Claisen rearrangement;
DOI:10.1021/jo000696e

Reference yield:

: 79250-47-8
5-allyloxy-2-hydroxy-benzoic acid methyl ester

: 359844-38-5
methyl 4-(2'-hydroxy)ethyl-5-hydroxy-2-methoxybenzoate

Guidance literature:: Multi-step reaction with 7 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

With manganese(IV) oxide; potassium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; 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; 3.1: Claisen rearrangement;
DOI:10.1021/jo000696e