dehydrocuspidiol

Base Information

• Chemical Name: dehydrocuspidiol
• CAS No.: 51318-05-9
• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.295
• Mol file: 51318-05-9.mol

Synonyms:dehydrocuspidiol

Chemical Property of dehydrocuspidiol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dehydrocuspidiol

There total 10 articles about dehydrocuspidiol 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:

4-benzyloxybenzyl alcohol (836-43-1) → dehydrocuspidiol (51318-05-9)

Guidance literature:

Multi-step reaction with 10 steps

1: 2.840 g / thionyl chloride / benzene; pyridine / 1 h / Ambient temperature

2: 0.603 g / NaH / paraffin; dimethylformamide / 3 h / Ambient temperature

3: 0.370 g / KON / ethanol; H₂O / 3 h / Heating

4: 0.249 g / 150 - 160 °C / 15 - 20 Torr

5: 1.663 g / diethyl ether / 2 h / Ambient temperature

6: 1.305 g / LiAlH₄ / diethyl ether; tetrahydrofuran / 1.) room temperature, 1 h, 2.) reflux, 1 h

7: 0.149 g / H₂ / 10percent Pd-charcoal / ethanol / Ambient temperature

8: 1.) N-bromosuccinimide, 2.) K₂CO₃ / 1.) CCl₄, reflux, 3 h, 2.) acetone, reflux, 8.5 h

9: 0.077 g / LiAlH₄ / tetrahydrofuran; diethyl ether / 1.) room temperature, 1h, 2.) reflux, 2 h

10: 0.088 g / manganese dioxide / CHCl₃ / 4 h / Ambient temperature

With manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; thionyl chloride; KON; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; pyridine; diethyl ether; ethanol; chloroform; water; N,N-dimethyl-formamide; paraffin; benzene;

Reference yield:

4-benzyloxybenzyl chloride (836-42-0) → dehydrocuspidiol (51318-05-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 0.603 g / NaH / paraffin; dimethylformamide / 3 h / Ambient temperature

2: 0.370 g / KON / ethanol; H₂O / 3 h / Heating

3: 0.249 g / 150 - 160 °C / 15 - 20 Torr

4: 1.663 g / diethyl ether / 2 h / Ambient temperature

5: 1.305 g / LiAlH₄ / diethyl ether; tetrahydrofuran / 1.) room temperature, 1 h, 2.) reflux, 1 h

6: 0.149 g / H₂ / 10percent Pd-charcoal / ethanol / Ambient temperature

7: 1.) N-bromosuccinimide, 2.) K₂CO₃ / 1.) CCl₄, reflux, 3 h, 2.) acetone, reflux, 8.5 h

8: 0.077 g / LiAlH₄ / tetrahydrofuran; diethyl ether / 1.) room temperature, 1h, 2.) reflux, 2 h

9: 0.088 g / manganese dioxide / CHCl₃ / 4 h / Ambient temperature

With manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; KON; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; chloroform; water; N,N-dimethyl-formamide; paraffin;

Reference yield:

3-[4-(benzyloxy)phenyl]propan-1-ol (61440-45-7) → dehydrocuspidiol (51318-05-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 0.149 g / H₂ / 10percent Pd-charcoal / ethanol / Ambient temperature

2: 1.) N-bromosuccinimide, 2.) K₂CO₃ / 1.) CCl₄, reflux, 3 h, 2.) acetone, reflux, 8.5 h

3: 0.077 g / LiAlH₄ / tetrahydrofuran; diethyl ether / 1.) room temperature, 1h, 2.) reflux, 2 h

4: 0.088 g / manganese dioxide / CHCl₃ / 4 h / Ambient temperature

With manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; chloroform;

upstream raw materials:

4-benzyloxybenzyl alcohol

3-[4-(benzyloxy)phenyl]propan-1-ol

methyl (E)--2-methylcrotonate

3-(4-hydroxyphenyl)propan-1-ol

Downstream raw materials:

3-(4-hydroxyphenyl)propan-1-ol

Refernces

• 1、 Ishii,Ishikawa,Chen. "Cuspidiol: a new monomeric phenyl propanoid". . p. 4189 - 4192. Retrieved 2007/10/04.