4-Pentynoic acid, 5-(4-methoxyphenyl)-

Base Information

• Chemical Name: 4-Pentynoic acid, 5-(4-methoxyphenyl)-
• CAS No.: 137742-44-0
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• Mol file: 137742-44-0.mol

Synonyms:

Chemical Property of 4-Pentynoic acid, 5-(4-methoxyphenyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Pentynoic acid, 5-(4-methoxyphenyl)-

There total 8 articles about 4-Pentynoic acid, 5-(4-methoxyphenyl)- 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: 76.0%

5-(4'-methoxyphenyl)-4-pentyn-1-ol (154477-03-9) → 5-<4-methoxyphenyl>-4-pentynoic acid (137742-44-0)

Guidance literature:

With Jones reagent; In acetone; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03557

Reference yield:

ethyl 5-(4-methoxylphenyl)-4-pentynoate (729580-61-4) → 5-<4-methoxyphenyl>-4-pentynoic acid (137742-44-0)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; water; at 20 ℃;

DOI:10.1021/jo062320s

Reference yield:

ethyl 4-pentynoate (63093-41-4) → 5-<4-methoxyphenyl>-4-pentynoic acid (137742-44-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CuI; diethylamine / Pd(PPh₃)4 / 20 °C

2: 412 mg / KOH / dioxane; H₂O / 20 °C

With potassium hydroxide; copper(l) iodide; diethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; 1: Sonogashira cross-coupling;

DOI:10.1021/jo062320s

upstream raw materials:

ethyl 5-(4-methoxylphenyl)-4-pentynoate

4-pentynoic acid

ethyl 4-pentynoate

para-iodoanisole

Downstream raw materials:

N-allyl-5-(4-methoxyphenyl)-4-pentynamide

N-(1-hexen-3-yl)-5-(4-methoxyphenyl)-4-pentynamide

(E)-8-(α-acetyloxy-4'-methoxybenzylidenyl)-5-oxoindolizidine

1-cyclopropyl-5-(4-methoxyphenyl)pent-4-yn-1-one

Refernces

• 1、 Rao, Weidong,Koh, Ming Joo,Li, Dan,Hirao, Hajime,Chan, Philip Wai Hong. "Gold-catalyzed cycloisomerization of 1,6-diyne carbonates and esters to 2,4a-dihydro-1 H-fluorenes". supporting information. p. 7926 - 7932. Retrieved 2013/06/27.
• 2、 Chiou, Wen-Hua,Lin, Yi-Huei,Chen, Guei-Tang,Gao, Yu-Kai,Tseng, Yu-Che,Kao, Chien-Lun,Tsai, Jui-Chi. "Alkyne-mediated domino hydroformylation/double cyclization: Mechanistic insight and synthesis of (±)-tashiromine". supporting information; experimental part. p. 3562 - 3564. Retrieved 2011/04/26.