(±)-cis- and (±)-trans-[5-(phenoxymethyl)furan-2-yl]methyl-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)-cyclopropane-1-carboxylate

Base Information

• Chemical Name: (±)-cis- and (±)-trans-[5-(phenoxymethyl)furan-2-yl]methyl-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)-cyclopropane-1-carboxylate
• CAS No.: 34905-22-1
• Molecular Formula: C₂₂H₂₆O₄
• Molecular Weight: 354.446
• Mol file: 34905-22-1.mol

Synonyms:

Chemical Property of (±)-cis- and (±)-trans-[5-(phenoxymethyl)furan-2-yl]methyl-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)-cyclopropane-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (±)-cis- and (±)-trans-[5-(phenoxymethyl)furan-2-yl]methyl-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)-cyclopropane-1-carboxylate

There total 6 articles about (±)-cis- and (±)-trans-[5-(phenoxymethyl)furan-2-yl]methyl-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)-cyclopropane-1-carboxylate 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: 85.0%

3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride (4489-12-7,4489-14-9,26770-95-6,28684-92-6,34909-52-9,51348-74-4,53955-46-7,56650-12-5,14297-81-5) + 2-(hydroxymethyl)-5-(phenoxymethyl)furan (34905-18-5) → (±)-cis- and (±)-trans-[5-(phenoxymethyl)furan-2-yl]methyl-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)-cyclopropane-1-carboxylate (34905-22-1,34905-23-2)

Guidance literature:

In benzene; for 3h; Inert atmosphere; Reflux;

DOI:10.1021/jf4045843 DOI:10.1021/jf4045843

Reference yield:

5-chloromethylfurfural (1623-88-7) → (±)-cis- and (±)-trans-[5-(phenoxymethyl)furan-2-yl]methyl-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)-cyclopropane-1-carboxylate (34905-22-1,34905-23-2)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / water / Cooling with ice

2: potassium carbonate / dimethyl sulfoxide / 5 h / 50 °C / Inert atmosphere

3: hydrogenchloride / water / 2 h

4: sodium tetrahydroborate / methanol; dichloromethane / 2 h / 0 - 20 °C

5: benzene / 3 h / Inert atmosphere; Reflux

With hydrogenchloride; sodium tetrahydroborate; potassium carbonate; In methanol; dichloromethane; water; dimethyl sulfoxide; benzene;

DOI:10.1021/jf4045843

Reference yield:

2-(chloromethyl)-5-(dibutoxymethyl)furan (126080-78-2) → (±)-cis- and (±)-trans-[5-(phenoxymethyl)furan-2-yl]methyl-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)-cyclopropane-1-carboxylate (34905-22-1,34905-23-2)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / dimethyl sulfoxide / 5 h / 50 °C / Inert atmosphere

2: hydrogenchloride / water / 2 h

3: sodium tetrahydroborate / methanol; dichloromethane / 2 h / 0 - 20 °C

4: benzene / 3 h / Inert atmosphere; Reflux

With hydrogenchloride; sodium tetrahydroborate; potassium carbonate; In methanol; dichloromethane; water; dimethyl sulfoxide; benzene;

DOI:10.1021/jf4045843

upstream raw materials:

3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride

2-(hydroxymethyl)-5-(phenoxymethyl)furan

2-(chloromethyl)-5-(dibutoxymethyl)furan

2-(dibutoxymethyl)-5-(phenoxymethyl)furan