1-benzyloxymethylcyclopentenyl

Base Information

• Chemical Name: 1-benzyloxymethylcyclopentenyl
• CAS No.: 774605-79-7
• Molecular Formula: C₁₃H₁₆O
• Molecular Weight: 188.269
• Mol file: 774605-79-7.mol

Synonyms:1-benzyloxymethylcyclopentenyl

Chemical Property of 1-benzyloxymethylcyclopentenyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 1-benzyloxymethylcyclopentenyl

There total 7 articles about 1-benzyloxymethylcyclopentenyl 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:

2-benzyloxymethyl-1,6-heptadiene (654071-52-0) → 1-benzyloxymethylcyclopentenyl (774605-79-7)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In 1,4-dioxane; isopropyl alcohol; at 50 ℃; for 16h;

DOI:10.1021/ja0472681

Reference yield:

benzyl bromide (100-39-0) → 1-benzyloxymethylcyclopentenyl (774605-79-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dibutyltin oxide / methanol / 2 h / Heating

1.2: 86 percent / tetrabutylammonium iodide / benzene / 16 h / 50 °C

2.1: 80 percent / oxalyl chloride; dimethylsulfoxide; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: 26 mg / PPh₃; RhCl(PPh₃)3 / propan-2-ol; toluene; dioxane / 50 °C

4.1: 36 mg / PCy₃(IMes)Cl₂Ru=CHPh / dioxane; propan-2-ol / 16 h / 50 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; oxalyl dichloride; RhCl(PPh₃)3; di(n-butyl)tin oxide; dimethyl sulfoxide; triethylamine; triphenylphosphine; In 1,4-dioxane; methanol; dichloromethane; isopropyl alcohol; toluene; 2.1: Swern oxidation;

DOI:10.1021/ja0472681

Reference yield:

hexane-1,2,6-triol (106-69-4,112254-74-7) → 1-benzyloxymethylcyclopentenyl (774605-79-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dibutyltin oxide / methanol / 2 h / Heating

1.2: 86 percent / tetrabutylammonium iodide / benzene / 16 h / 50 °C

2.1: 80 percent / oxalyl chloride; dimethylsulfoxide; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: 26 mg / PPh₃; RhCl(PPh₃)3 / propan-2-ol; toluene; dioxane / 50 °C

4.1: 36 mg / PCy₃(IMes)Cl₂Ru=CHPh / dioxane; propan-2-ol / 16 h / 50 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; oxalyl dichloride; RhCl(PPh₃)3; di(n-butyl)tin oxide; dimethyl sulfoxide; triethylamine; triphenylphosphine; In 1,4-dioxane; methanol; dichloromethane; isopropyl alcohol; toluene; 2.1: Swern oxidation;

DOI:10.1021/ja0472681

upstream raw materials:

cyclopent-1-ene-1-methanol

benzyl bromide

2-benzyloxymethyl-1,6-heptadiene

hexane-1,2,6-triol

Downstream raw materials:

6-(benzyloxy)-5-oxohexanal