3-(3-Hydroxy-3-methylbut-3-ynyl)-4-(methoxymethoxy)benzaldehyde

Base Information

• Chemical Name: 3-(3-Hydroxy-3-methylbut-3-ynyl)-4-(methoxymethoxy)benzaldehyde
• CAS No.: 173029-70-4
• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.279
• Mol file: 173029-70-4.mol

Synonyms:3-(3-Hydroxy-3-methylbut-3-ynyl)-4-(methoxymethoxy)benzaldehyde

Chemical Property of 3-(3-Hydroxy-3-methylbut-3-ynyl)-4-(methoxymethoxy)benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-Hydroxy-3-methylbut-3-ynyl)-4-(methoxymethoxy)benzaldehyde

There total 3 articles about 3-(3-Hydroxy-3-methylbut-3-ynyl)-4-(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: 99.0%

3-iodo-4-(methoxymethoxy)benzaldehyde (121169-17-3) + 2-methyl-but-3-yn-2-ol (115-19-5) → 3-(3-Hydroxy-3-methylbut-3-ynyl)-4-(methoxymethoxy)benzaldehyde (173029-70-4)

Guidance literature:

With triethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine; In water; acetonitrile; for 12h; Ambient temperature;

DOI:10.1021/jo00126a037

Reference yield:

4-hydroxy-3-iodo-benzaldehyde (60032-63-5) → 3-(3-Hydroxy-3-methylbut-3-ynyl)-4-(methoxymethoxy)benzaldehyde (173029-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / P₂O₅ / CH₂Cl₂ / 5 h

2: 99 percent / Et₃N / Pd(OAc)2, TPPTS / acetonitrile; H₂O / 12 h / Ambient temperature

With phosphorus pentoxide; triethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine; In dichloromethane; water; acetonitrile;

DOI:10.1021/jo00126a037

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 3-(3-Hydroxy-3-methylbut-3-ynyl)-4-(methoxymethoxy)benzaldehyde (173029-70-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / I₂, KI, Me₂NH / 3 h

2: 89 percent / P₂O₅ / CH₂Cl₂ / 5 h

3: 99 percent / Et₃N / Pd(OAc)2, TPPTS / acetonitrile; H₂O / 12 h / Ambient temperature

With iodine; phosphorus pentoxide; dimethyl amine; triethylamine; potassium iodide; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine; In dichloromethane; water; acetonitrile;

DOI:10.1021/jo00126a037

upstream raw materials:

3-iodo-4-(methoxymethoxy)benzaldehyde

2-methyl-but-3-yn-2-ol

4-hydroxy-3-iodo-benzaldehyde

4-hydroxy-benzaldehyde

Downstream raw materials:

4-(methoxymethoxy)-3-(3-methylbut-3-en-1-ynyl)benzaldehyde

4-hydroxy-3-(3-methylbut-3-en-1-yn-1-yl)benzaldehyde