methyl 2-[(2,6-dichlorobenzyl)oxy]-3,3-dimethylbutanoate

Base Information

• Chemical Name: methyl 2-[(2,6-dichlorobenzyl)oxy]-3,3-dimethylbutanoate
• CAS No.: 1558753-97-1
• Molecular Formula: C₁₄H₁₈Cl₂O₃
• Molecular Weight: 305.201
• Mol file: 1558753-97-1.mol

Synonyms:methyl 2-[(2,6-dichlorobenzyl)oxy]-3,3-dimethylbutanoate

Chemical Property of methyl 2-[(2,6-dichlorobenzyl)oxy]-3,3-dimethylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[(2,6-dichlorobenzyl)oxy]-3,3-dimethylbutanoate

There total 4 articles about methyl 2-[(2,6-dichlorobenzyl)oxy]-3,3-dimethylbutanoate 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%

(+/-)-methyl (2-hydroxy-3,3-dimethyl)butyrate (121129-31-5) + 2,6-Dichlorobenzyl bromide (20443-98-5) → methyl 2-[(2,6-dichlorobenzyl)oxy]-3,3-dimethylbutanoate (1558753-97-1)

Guidance literature:

(+/-)-methyl (2-hydroxy-3,3-dimethyl)butyrate; With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.333333h; Inert atmosphere; Schlenk technique;

2,6-Dichlorobenzyl bromide; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 13h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ja411772n

Reference yield:

3,3-dimethyl-butan-2-one (75-97-8) → methyl 2-[(2,6-dichlorobenzyl)oxy]-3,3-dimethylbutanoate (1558753-97-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide; potassium permanganate / water / 16.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

1.2: Cooling; Inert atmosphere; Schlenk technique

2.1: sodium hydroxide; sodium tetrahydroborate / water / 16.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

2.2: Inert atmosphere; Schlenk technique

3.1: acetyl chloride / 4 h / 65 °C / Inert atmosphere; Schlenk technique

4.1: sodium hydride / mineral oil; tetrahydrofuran; N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere; Schlenk technique

4.2: 13 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

With sodium tetrahydroborate; potassium permanganate; sodium hydride; acetyl chloride; sodium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ja411772n

Reference yield:

trimethylpyruvic acid (815-17-8) → methyl 2-[(2,6-dichlorobenzyl)oxy]-3,3-dimethylbutanoate (1558753-97-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide; sodium tetrahydroborate / water / 16.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

1.2: Inert atmosphere; Schlenk technique

2.1: acetyl chloride / 4 h / 65 °C / Inert atmosphere; Schlenk technique

3.1: sodium hydride / mineral oil; tetrahydrofuran; N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere; Schlenk technique

3.2: 13 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

With sodium tetrahydroborate; sodium hydride; acetyl chloride; sodium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ja411772n

upstream raw materials:

(+/-)-methyl (2-hydroxy-3,3-dimethyl)butyrate

2,6-Dichlorobenzyl bromide

3,3-dimethyl-butan-2-one

trimethylpyruvic acid

Downstream raw materials:

2-[(2,6-dichlorobenzyl)oxy]-3,3-dimethylbutan-1-ol