2,5-bis(3-hydroxy-3-methylbut-1-ynyl)-3,6-bis(methoxymethoxy)benzaldehyde

Base Information

Chemical Name:2,5-bis(3-hydroxy-3-methylbut-1-ynyl)-3,6-bis(methoxymethoxy)benzaldehyde
CAS No.:251317-95-0
Molecular Formula:C₂₁H₂₆O₇
Molecular Weight:390.433
Hs Code.:

Synonyms:2,5-bis(3-hydroxy-3-methylbut-1-ynyl)-3,6-bis(methoxymethoxy)benzaldehyde

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Chemical Property of 2,5-bis(3-hydroxy-3-methylbut-1-ynyl)-3,6-bis(methoxymethoxy)benzaldehyde

Chemical Property:

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Technology Process of 2,5-bis(3-hydroxy-3-methylbut-1-ynyl)-3,6-bis(methoxymethoxy)benzaldehyde

There total 5 articles about 2,5-bis(3-hydroxy-3-methylbut-1-ynyl)-3,6-bis(methoxymethoxy)benzaldehyde 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: 72.0%

: 115-19-5
2-methyl-but-3-yn-2-ol

: 251317-94-9
2,5-dibromo-3,6-bis(methoxymethoxy)benzaldehyde

: 251317-95-0
2,5-bis(3-hydroxy-3-methylbut-1-ynyl)-3,6-bis(methoxymethoxy)benzaldehyde

Guidance literature:: With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 60 ℃; for 1h;
DOI:10.1002/(SICI)1522-2675(19990908)82:9<1418::AID-HLCA1418>3.0.CO;2-O

Reference yield:

: 14753-51-6
2,5-dibromohydroquinone

: 251317-95-0
2,5-bis(3-hydroxy-3-methylbut-1-ynyl)-3,6-bis(methoxymethoxy)benzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / CF₃COOH / 16 h / Heating

2: 80 percent / P₂O₅ / CH₂Cl₂ / 20 °C

3: 74 percent / NaH / dimethylformamide; various solvent(s) / 2 h / 20 °C

4: 72 percent / CuI; Et₃N / PdCl₂(PPh₃)2 / dimethylformamide / 1 h / 60 °C

With copper(l) iodide; phosphorus pentoxide; sodium hydride; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; N,N-dimethyl-formamide; 1: Formylation / 2: Etherification / 3: Etherification / 4: Alkylation;
DOI:10.1002/(SICI)1522-2675(19990908)82:9<1418::AID-HLCA1418>3.0.CO;2-O

Reference yield:

: 123-31-9,8027-02-9
hydroquinone

: 251317-95-0
2,5-bis(3-hydroxy-3-methylbut-1-ynyl)-3,6-bis(methoxymethoxy)benzaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 36 percent / Br₂ / acetic acid / 1 h / 20 °C

2: 78 percent / CF₃COOH / 16 h / Heating

3: 80 percent / P₂O₅ / CH₂Cl₂ / 20 °C

4: 74 percent / NaH / dimethylformamide; various solvent(s) / 2 h / 20 °C

5: 72 percent / CuI; Et₃N / PdCl₂(PPh₃)2 / dimethylformamide / 1 h / 60 °C

With copper(l) iodide; bromine; phosphorus pentoxide; sodium hydride; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; acetic acid; N,N-dimethyl-formamide; 1: Bromination / 2: Formylation / 3: Etherification / 4: Etherification / 5: Alkylation;
DOI:10.1002/(SICI)1522-2675(19990908)82:9<1418::AID-HLCA1418>3.0.CO;2-O