methyl boninenalate

Base Information

• Chemical Name: methyl boninenalate
• CAS No.: 73213-61-3
• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.29
• Mol file: 73213-61-3.mol

Synonyms:

Chemical Property of methyl boninenalate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl boninenalate

There total 13 articles about methyl boninenalate 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:

methyl (E)-2-methyl-2-butenoate (6622-76-0) → methyl boninenalate (73213-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) N-bromosuccinimide; 2) K₂CO₃ / 1) CCl₄, 4 h, reflux; 2) acetone, r.t., 4 h, irradiation

2: 1) lithium, N,N-dimethylformamide; 2) 10percent hydrochloric acid / 1) MeOH, 80-90 deg C, 6.5 h; 2) THF, r.t., 5.5 h

With hydrogenchloride; N-Bromosuccinimide; lithium; potassium carbonate; N,N-dimethyl-formamide;

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → methyl boninenalate (73213-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) N-bromosuccinimide; 2) K₂CO₃ / 1) CCl₄, 4 h, reflux; 2) acetone, r.t., 4 h, irradiation

2: 1) lithium, N,N-dimethylformamide; 2) 10percent hydrochloric acid / 1) MeOH, 80-90 deg C, 6.5 h; 2) THF, r.t., 5.5 h

With hydrogenchloride; N-Bromosuccinimide; lithium; potassium carbonate; N,N-dimethyl-formamide;

Reference yield:

(E)-4-benzyloxycinnamic acid (6272-45-3,227105-11-5) → methyl boninenalate (73213-61-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 5.047 g / conc.HCl / 9 h / Heating

2: 0.058 g / LiAlH₄ / ethanol; diethyl ether / 0.5 h / Ambient temperature

3: 1.701 g / manganese dioxide / CCl₄ / 1 h / Ambient temperature

4: 0.025 g / CF₃COOH / 69 h / Ambient temperature

5: 1.) N-bromosuccinimide, 2.) K₂CO₃ / 1.) CCl₄, reflux, 3 h, 2.) acetone, room temperature, 15 min; reflux, 2 h

With hydrogenchloride; manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; potassium carbonate; trifluoroacetic acid; In tetrachloromethane; diethyl ether; ethanol;

upstream raw materials:

methyl (E)-2-methyl-2-butenoate

trans-p-hydroxycinnamaldehyde

1,3-dioxolan-2-ylmethylenetriphenylphosphorane

methyl (E)-4-(p-formylphenoxy)-2-methylbut-2-enoate

Downstream raw materials:

methyl boninenalate ethylene acetal

boninenal ethylene acetal

Refernces

• 1、 Ishii, Hisashi,Ishikawa, Tsutomu,Tohojoh, Toshiaki,Murakami, Keiko,Kawanable, Eri,et al.. "Studies on the Chemical Constituents of Rutaceous Plants. Part 45. Novel Phenyl Propanoids: Cuspidiol, Boninenal, and Methyl Boninenalate". . p. 2051 - 2058. Retrieved 2007/10/02.