trans-3-phenylcyclobutanol tosylate

Base Information

• Chemical Name: trans-3-phenylcyclobutanol tosylate
• CAS No.: 26505-64-6
• Molecular Formula: C₁₇H₁₈O₃S
• Molecular Weight: 302.394
• Mol file: 26505-64-6.mol

Synonyms:trans-3-phenylcyclobutanol tosylate

Chemical Property of trans-3-phenylcyclobutanol tosylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-3-phenylcyclobutanol tosylate

There total 7 articles about trans-3-phenylcyclobutanol tosylate 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:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → trans-3-phenylcyclobutanol tosylate (26505-64-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 62 percent / 43 h / 112 °C

2: 83 percent / KOH / aq. ethanol / 21 h / Ambient temperature

3: 78 percent / conc. H₂SO₄ / 0.28 h / Heating

4: 96 percent / AcONa, H₂ / Pd/C / methanol

5: 80 percent / LiAlH₄ / diethyl ether

6: 1.) n-BuLi / 1.) ether, RT, 15 min, 2.) ether, RT, 20 h

7: 1.0 g / dimethylformamide / 20 h / 120 °C

8: LiAlH₄ / diethyl ether

9: pyridine

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; hydrogen; sodium acetate; palladium on activated charcoal; In methanol; diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ja00076a024

Reference yield:

1,1-difluoro-2-chloro-3-phenyl-2-cyclobutene (320-00-3) → trans-3-phenylcyclobutanol tosylate (26505-64-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 78 percent / conc. H₂SO₄ / 0.28 h / Heating

2: 96 percent / AcONa, H₂ / Pd/C / methanol

3: 80 percent / LiAlH₄ / diethyl ether

4: 1.) n-BuLi / 1.) ether, RT, 15 min, 2.) ether, RT, 20 h

5: 1.0 g / dimethylformamide / 20 h / 120 °C

6: LiAlH₄ / diethyl ether

7: pyridine

With pyridine; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; hydrogen; sodium acetate; palladium on activated charcoal; In methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ja00076a024

Reference yield:

2-chloro-3-phenylcyclobut-2-enone (91391-31-0) → trans-3-phenylcyclobutanol tosylate (26505-64-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / AcONa, H₂ / Pd/C / methanol

2: 80 percent / LiAlH₄ / diethyl ether

3: 1.) n-BuLi / 1.) ether, RT, 15 min, 2.) ether, RT, 20 h

4: 1.0 g / dimethylformamide / 20 h / 120 °C

5: LiAlH₄ / diethyl ether

6: pyridine

With pyridine; lithium aluminium tetrahydride; n-butyllithium; hydrogen; sodium acetate; palladium on activated charcoal; In methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ja00076a024

upstream raw materials:

(1r,3r)-3-phenylcyclobutanol

p-toluenesulfonyl chloride

styrene

2,2-dichloro-1,1-difluoro-3-phenyl-cyclobutane

Downstream raw materials:

(E)-buta-1,3-dienylbenzene

1-Phenyl-3-buten-1-ol

1-phenyl-1-cyclopropylmethanol

cis/trans-3-phenylcyclobutanol

Refernces