bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane tosylhydrazone

Base Information

• Chemical Name: bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane tosylhydrazone
• CAS No.: 94111-38-3
• Molecular Formula: C₁₈H₂₂N₂O₂S
• Molecular Weight: 330.451
• Mol file: 94111-38-3.mol

Synonyms:bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane tosylhydrazone

Chemical Property of bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane tosylhydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane tosylhydrazone

There total 4 articles about bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane tosylhydrazone 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%

bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane (94111-37-2) + toluene-4-sulfonic acid hydrazide (1576-35-8) → bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane tosylhydrazone (94111-38-3)

Guidance literature:

In ethanol; at 60 ℃;

DOI:10.1021/jo00203a026

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane tosylhydrazone (94111-38-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 30 percent / NaNH₂ / tetrahydrofuran

2: 90 percent / 60 h / 70 °C

3: 90 percent / KOH / dimethylsulfoxide; H₂O / 24 h / 25 °C

4: 99 percent / ethanol / 60 °C

With potassium hydroxide; sodium amide; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide;

DOI:10.1021/jo00203a026

Reference yield:

5-chloro-5-cyanobicyclo<2.2.1>hept-2-ene-7-spiro-1'-cyclopentane (94111-36-1) → bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane tosylhydrazone (94111-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / KOH / dimethylsulfoxide; H₂O / 24 h / 25 °C

2: 99 percent / ethanol / 60 °C

With potassium hydroxide; In ethanol; water; dimethyl sulfoxide;

DOI:10.1021/jo00203a026

upstream raw materials:

bicyclo<2.2.1>hept-5-en-2-one-7-spiro-1'-cyclopentane

toluene-4-sulfonic acid hydrazide

cyclopenta-1,3-diene

5-chloro-5-cyanobicyclo<2.2.1>hept-2-ene-7-spiro-1'-cyclopentane

Downstream raw materials:

bicyclo<2.2.1>hepta-1,3-diene-7-spiro-1'-cyclopentane