2,3-DIHYDRO-5H-1,4-BENZODIOXIPIN-5-ONE

Base Information

• Chemical Name: 2,3-DIHYDRO-5H-1,4-BENZODIOXIPIN-5-ONE
• CAS No.: 22891-52-7
• Molecular Formula: C9H8 O3
• Molecular Weight: 164.161
• Hs Code.: 2932999099
• Mol file: 22891-52-7.mol

Synonyms:o-(2-Hydroxyethoxy)benzoicacid lactone

Chemical Property of 2,3-DIHYDRO-5H-1,4-BENZODIOXIPIN-5-ONE

Chemical Property:

• Vapor Pressure: 9.46E-05mmHg at 25°C
• Melting Point: 29-31°C
• Refractive Index: 1.5580
• Boiling Point: 178-184°C 15mm
• Flash Point: 178-184°C/15mm
• PSA: 35.53000
• Density: 1.238g/cm³
• LogP: 1.23580

Purity/Quality:

98%Min ^*data from raw suppliers

2,3-DIHYDRO-5H-1,4-BENZODIOXIPIN-5-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3-DIHYDRO-5H-1,4-BENZODIOXIPIN-5-ONE

There total 4 articles about 2,3-DIHYDRO-5H-1,4-BENZODIOXIPIN-5-ONE 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: 94.0%

2-(2-hydroxyethoxy)benzaldehyde (22042-72-4) → 2H-benzo[e][1,4]dioxepin-5(3H)-one (22891-52-7)

Guidance literature:

With 4-methyl-3-(2,4,6-trimethylphenyl)thiazolium perchlorate; triethylamine; Azobenzene; In tetrahydrofuran; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1021/ol101854r

Reference yield: 70.0%

2-(2-bromo-ethoxy)-benzoic acid (99542-03-7) → 2H-benzo[e][1,4]dioxepin-5(3H)-one (22891-52-7)

Guidance literature:

2-(2-bromo-ethoxy)-benzoic acid; With potassium hydrogencarbonate; In dimethyl sulfoxide; for 0.5h;

With silver tetrafluoroborate; In dimethyl sulfoxide; at 60 ℃; for 5h;

DOI:10.1016/j.tet.2013.07.064

Reference yield: 34.0%

2-n-propoxybenzaldehyde (7091-12-5) → 2H-benzo[e][1,4]dioxepin-5(3H)-one (22891-52-7)

Guidance literature:

With sodium cyanide; In N,N-dimethyl-formamide; at 100 ℃; for 24h; Molecular sieve;

DOI:10.1002/bkcs.10398

upstream raw materials:

2-(2-hydroxyethoxy)benzaldehyde

2-(2-bromo-ethoxy)-benzoic acid

2-n-propoxybenzaldehyde

Downstream raw materials:

ethyl 3-(2-(2-hydroxyethoxy)phenyl)-3-oxopropanoate

2-(6-(2-(2-hydroxyethoxy)phenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide

tert-butyl 3-(2-(2-hydroxyethoxy)phenyl)-3-oxopropanoate

(Z)-ethyl 3-((2-amino-2-oxoethyl)amino)-3-(2-(2-hydroxyethoxy)phenyl)acrylate

Refernces

• 1、 Berry, Matthew T.,Castrejon, Disnay,Hein, Jason E.. "Oxidative esterification of aldehydes using mesoionic 1,2,3-triazolyl carbene organocatalysts". supporting information. p. 3676 - 3679. Retrieved 2014/08/05.
• 2、 Rose, Christopher A.,Zeitler, Kirsten. "Efficient catalytic, oxidative lactonization for the synthesis of benzodioxepinones using thiazolium-derived carbene catalysts". supporting information; scheme or table. p. 4552 - 4555. Retrieved 2010/12/25.