(-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone

Base Information

• Chemical Name: (-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone
• CAS No.: 701223-23-6
• Molecular Formula: C₁₂H₁₂Cl₂O
• Molecular Weight: 243.133
• Mol file: 701223-23-6.mol

Synonyms:(-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone

Chemical Property of (-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone

There total 3 articles about (-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone 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: 87.0%

2-methylphenyl bromide (95-46-5) + (1S)-2,2-dichloro-1-methylcyclopropanecarbonyl chloride (701223-12-3) → (-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone (701223-23-6)

Guidance literature:

2-methylphenyl bromide; With magnesium; In tetrahydrofuran;

(1S)-2,2-dichloro-1-methylcyclopropanecarbonyl chloride; In tetrahydrofuran; at 0 - 5 ℃; for 1h;

DOI:10.1021/ja0319442

Reference yield:

2,2-dichloro-1-methylcyclopropanecarboxylic acid (1447-14-9) → (-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone (701223-23-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 29 percent / via salt with (+)-cinchonine

2.1: 86 percent / SOCl₂; DMF / hexane / 1 h / Heating

3.1: Mg / tetrahydrofuran

3.2: 87 percent / tetrahydrofuran / 1 h / 0 - 5 °C

With thionyl chloride; magnesium; N,N-dimethyl-formamide; In tetrahydrofuran; hexane;

DOI:10.1021/ja0319442

Reference yield:

(1S)-2,2-dichloro-1-methylcyclopropanecarboxylic acid (264194-30-1) → (-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone (701223-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 86 percent / SOCl₂; DMF / hexane / 1 h / Heating

2.1: Mg / tetrahydrofuran

2.2: 87 percent / tetrahydrofuran / 1 h / 0 - 5 °C

With thionyl chloride; magnesium; N,N-dimethyl-formamide; In tetrahydrofuran; hexane;

DOI:10.1021/ja0319442

upstream raw materials:

2-methylphenyl bromide

(1S)-2,2-dichloro-1-methylcyclopropanecarbonyl chloride

2,2-dichloro-1-methylcyclopropanecarboxylic acid

(1S)-2,2-dichloro-1-methylcyclopropanecarboxylic acid

Downstream raw materials:

(-)-(R)-[(1S)-2,2-dichloro-1-methylcyclopropyl](2-chlorophenyl)(2-tolyl)methanol

(-)-(S)-[(1S)-2,2-dichloro-1-methylcyclopropyl](phenyl)(o-tolyl)methanol