2-BENZO[1,3]DIOXOL-5-YL-PROPIONIC ACID METHYL ESTER

Base Information

• Chemical Name: 2-BENZO[1,3]DIOXOL-5-YL-PROPIONIC ACID METHYL ESTER
• CAS No.: 24314-70-3
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.214
• Mol file: 24314-70-3.mol

Synonyms:2-BENZO[1,3]DIOXOL-5-YL-PROPIONIC ACID METHYL ESTER

Chemical Property of 2-BENZO[1,3]DIOXOL-5-YL-PROPIONIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 0.00356mmHg at 25°C
• Boiling Point: 281.5°C at 760 mmHg
• Flash Point: 120.5°C
• PSA: 44.76000
• Density: 1.219g/cm³
• LogP: 1.69180

Purity/Quality:

99%min ^*data from raw suppliers

2-BENZO(1,3)DIOXOL-5-YL-PROPIONIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-BENZO[1,3]DIOXOL-5-YL-PROPIONIC ACID METHYL ESTER

There total 11 articles about 2-BENZO[1,3]DIOXOL-5-YL-PROPIONIC ACID METHYL ESTER 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: 93.0%

methanol (67-56-1) + 5-vinyl-1,3-benzodioxole (7315-32-4) + carbon monoxide (201230-82-2) → methyl (S)-(+)-2-(3,4-methylenedioxyphenyl)propionate (24314-70-3)

Guidance literature:

With hydrogen iodide; C₅₂H₅₂NO₃P; palladium dichloride; In tetrahydrofuran; at 20 ℃; for 60h; under 34202.3 Torr; enantioselective reaction; Autoclave;

DOI:10.1002/anie.202107856

Reference yield: 86.8%

benzo[1,3]dioxol-5-yl-acetic acid methyl ester (326-59-0) + methyl iodide (74-88-4) → methyl 2-(3,4-methylenedioxyphenyl)propionate (126934-94-9,24314-70-3)

Guidance literature:

benzo[1,3]dioxol-5-yl-acetic acid methyl ester; With potassium hydride; In tetrahydrofuran; at -70 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; at -70 - 20 ℃; for 16h;

DOI:10.1021/jm050552y

Reference yield: 69.0%

methanol (67-56-1) + benzo[1,3]dioxol-5-yl-acetic acid methyl ester (326-59-0) → methyl 2-(3,4-methylenedioxyphenyl)propionate (126934-94-9,24314-70-3)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; potassium tert-butylate; 1,2-bis-(diphenylphosphino)ethane; at 150 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01025

upstream raw materials:

benzo[1,3]dioxol-5-yl-acetic acid methyl ester

methyl iodide

1,3-benzodioxole-5-acetic acid

methanol

Downstream raw materials:

1-(2-(benzo[d][1,3]dioxol-5-yl)-2-methylpropylidene)-2-phenylhydrazine

4-(1-(acetoxyimino)-2-methylpropan-2-yl)-1,2-phenylene diacetate

2-(3,4-dihydroxyphenyl)-2-methylpropanal oxime

Refernces

• 1、 Tsukamoto, Yuya,Itoh, Satoshi,Kobayashi, Masaki,Obora, Yasushi. "Iridium-Catalyzed α-Methylation of α-Aryl Esters Using Methanol as the C1 Source". supporting information. p. 3299 - 3303. Retrieved 2019/05/10.
• 2、 Cruz, Faben A.,Dong, Vy M.. "Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen's Amine". supporting information. p. 1029 - 1032. Retrieved 2021/09/04.