4-chloro-2-methylbenzaldehyde ethylene acetal

Base Information

• Chemical Name: 4-chloro-2-methylbenzaldehyde ethylene acetal
• CAS No.: 371785-35-2
• Molecular Formula: C₁₀H₁₁ClO₂
• Molecular Weight: 198.649
• Mol file: 371785-35-2.mol

Synonyms:4-chloro-2-methylbenzaldehyde ethylene acetal

Chemical Property of 4-chloro-2-methylbenzaldehyde ethylene acetal

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 4-chloro-2-methylbenzaldehyde ethylene acetal

There total 1 articles about 4-chloro-2-methylbenzaldehyde ethylene acetal 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: 66.0%

2-methyl-4-chlorobenzaldehyde (40137-29-9) + ethylene glycol (107-21-1) → 4-chloro-2-methylbenzaldehyde ethylene acetal (371785-35-2)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 150 ℃; for 12h;

DOI:10.3987/COM-01-9271

Reference yield: 78.0%

1,1,1,2,2,2-hexamethyldisilane (1450-14-2) + 4-chloro-2-methylbenzaldehyde ethylene acetal (371785-35-2) → 2-methyl-4-trimethylsilylbenzaldehyde ethylene acetal (371785-37-4)

Guidance literature:

With sodium methylate; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 6h;

DOI:10.3987/COM-01-9271

Reference yield:

4-chloro-2-methylbenzaldehyde ethylene acetal (371785-35-2) → trans-2-(2-methylphenyl)-6-phenyl-4-piperidone

Guidance literature:

Multi-step reaction with 5 steps

1.1: 78 percent / NaOMe / hexamethylphosphoric acid triamide / 6 h / 20 °C

2.1: 47 percent / HCl / tetrahydrofuran; H₂O / 0.05 h / 0 °C

3.1: molecular sieves 4A / diethyl ether / 12 h / 20 °C

4.1: TMSOTf / CH₂Cl₂ / 12 h / 20 °C

5.1: TMSOTf / CH₂Cl₂ / 12 h / 20 °C

5.2: 71 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; water;

DOI:10.3987/COM-01-9271

upstream raw materials:

2-methyl-4-chlorobenzaldehyde

ethylene glycol

Downstream raw materials:

2-methyl-4-trimethylsilylbenzaldehyde ethylene acetal

(E)-N-benzyl-1-(o-tolyl)methanimine

2-methyl-4-trimethylsilylbenzaldehyde

Refernces