(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-(hydroxy[3-nitrophenyl]methyl)acrylate

Base Information

• Chemical Name: (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-(hydroxy[3-nitrophenyl]methyl)acrylate
• CAS No.: 1346892-84-9
• Molecular Formula: C₁₆H₁₉NO₇
• Molecular Weight: 337.329
• Mol file: 1346892-84-9.mol

Synonyms:(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-(hydroxy[3-nitrophenyl]methyl)acrylate

Chemical Property of (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-(hydroxy[3-nitrophenyl]methyl)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-(hydroxy[3-nitrophenyl]methyl)acrylate

There total 2 articles about (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-(hydroxy[3-nitrophenyl]methyl)acrylate 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: 90.0%

acrylic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (13188-82-4) + 3-nitro-benzaldehyde (99-61-6) → (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-(hydroxy[3-nitrophenyl]methyl)acrylate (1346892-84-9)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In acetonitrile; at 100 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1590/s0103-50532011000900003

Reference yield:

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol (100-79-8,36543-79-0) → (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-(hydroxy[3-nitrophenyl]methyl)acrylate (1346892-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1 h / 0 - 20 °C

2: 1,4-diaza-bicyclo[2.2.2]octane / acetonitrile / 0.17 h / 100 °C / Microwave irradiation

With 1,4-diaza-bicyclo[2.2.2]octane; triethylamine; In dichloromethane; acetonitrile; 2: Morita-Baylis-Hillman reaction;

DOI:10.1590/s0103-50532011000900003

Reference yield: 90.0%

(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-(hydroxy[3-nitrophenyl]methyl)acrylate (1346892-84-9) → 2,3-dihydroxypropyl 2-(hydroxy(3-nitrophenyl)methyl)acrylate (1346892-66-7)

Guidance literature:

With amberlyst 15; In tert-butyl alcohol; at 100 ℃; for 0.25h; Microwave irradiation;

DOI:10.1590/s0103-50532011000900003

upstream raw materials:

acrylic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

3-nitro-benzaldehyde

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

Downstream raw materials:

2,3-dihydroxypropyl 2-(hydroxy(3-nitrophenyl)methyl)acrylate