5-(2-Bromoethoxy)-2,3-dihydro-1,4-benzodioxine

Base Information

• Chemical Name: 5-(2-Bromoethoxy)-2,3-dihydro-1,4-benzodioxine
• CAS No.: 1710-62-9
• Molecular Formula: C₁₀H₁₁BrO₃
• Molecular Weight: 259.1
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID50370801
• Wikidata: Q72455268
• Mol file: 1710-62-9.mol

Synonyms:5-(2-bromoethoxy)-2,3-dihydro-1,4-benzodioxine

Chemical Property of 5-(2-Bromoethoxy)-2,3-dihydro-1,4-benzodioxine

Chemical Property:

• Vapor Pressure: 0.000446mmHg at 25°C
• Melting Point: 85 °C
• Refractive Index: 1.565
• Boiling Point: 325.1 °C at 760 mmHg
• Flash Point: 131.6 °C
• PSA: 27.69000
• Density: 1.506 g/cm³
• LogP: 2.23150
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 257.98916
• Heavy Atom Count: 14
• Complexity: 177

Purity/Quality:

97% ^*data from raw suppliers

5-(2-Bromoethoxy)-1,4-benzodioxane 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(O1)C=CC=C2OCCBr

Technology Process of 5-(2-Bromoethoxy)-2,3-dihydro-1,4-benzodioxine

There total 2 articles about 5-(2-Bromoethoxy)-2,3-dihydro-1,4-benzodioxine 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: 36.0%

2,3-dihydro-1,4-benzodioxin-5-ol (10288-36-5) + ethylene dibromide (106-93-4) → 5-(2-bromoethoxy)-2,3-dihydrobenzo[b][1,4]dioxine (1710-62-9)

Guidance literature:

With potassium carbonate; In acetone; at 40 ℃; for 48h;

DOI:10.1021/acs.jmedchem.0c00814

Reference yield:

→ 5-(2-bromoethoxy)-2,3-dihydrobenzo[b][1,4]dioxine (1710-62-9)

Guidance literature:

Reference yield:

5-(2-bromoethoxy)-2,3-dihydrobenzo[b][1,4]dioxine (1710-62-9) → (3-chloro-4-fluorophenyl)(4-(((2-((2,3-dihydrobenzo[b][1,4]-dioxin-5-yl)oxy)ethyl)amino)methyl)-4-fluoropiperidin-1-yl)methanone

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium phtalimide; 18-crown-6 ether / N,N-dimethyl-formamide / 3 h / 50 °C

1.2: 2 h / 50 °C

1.3: 1 h / 20 °C

2.1: 1,4-diaza-bicyclo[2.2.2]octane; sodium cyanoborohydride; ferrous(II) sulfate heptahydrate / methanol / 20 °C / Molecular sieve

With 1,4-diaza-bicyclo[2.2.2]octane; ferrous(II) sulfate heptahydrate; 18-crown-6 ether; sodium cyanoborohydride; potassium phtalimide; In methanol; N,N-dimethyl-formamide; 1.1: |Gabriel Amine Synthesis / 1.2: |Gabriel Amine Synthesis / 1.3: |Gabriel Amine Synthesis;

DOI:10.1021/acs.jmedchem.0c00814

upstream raw materials:

2,3-dihydro-1,4-benzodioxin-5-ol

ethylene dibromide

Downstream raw materials:

2-(2,3-dihydrobenzo[1,4]dioxin-5-yloxy)-ethylamine

2-(2,3-dihydro-1,4-benzodioxin-5-yloxy)-N-metyl-N-(3-nitrobenzyl)ethylamine

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