6-Methoxy-isochroman

Base Information

• Chemical Name: 6-Methoxy-isochroman
• CAS No.: 33348-59-3
• Molecular Formula: C10H12 O2
• Molecular Weight: 164.204
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10561314
• Nikkaji Number: J258.778E
• Wikidata: Q82445060
• Mol file: 33348-59-3.mol

Synonyms:6-METHOXY-ISOCHROMAN;33348-59-3;6-methoxy-3,4-dihydro-1H-isochromene;6-METHOXY-3,4-DIHYDRO-1H-2-BENZOPYRAN;SCHEMBL19649521;DTXSID10561314;AZODICARBOXYLICBISMORPHOLIDE;AKOS006290866;N14608

Chemical Property of 6-Methoxy-isochroman

Chemical Property:

• Vapor Pressure: 0.0066mmHg at 25°C
• Refractive Index: 1.529
• Boiling Point: 280°C at 760 mmHg
• Flash Point: 118.5°C
• PSA: 18.46000
• Density: 1.085g/cm³
• LogP: 1.76790
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(COCC2)C=C1

Technology Process of 6-Methoxy-isochroman

There total 4 articles about 6-Methoxy-isochroman 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: 41.0%

1-methoxy-3-(2-(methoxymethoxy)ethyl)benzene (1032509-66-2) → 6-methoxy-3,4-dihydro-1H-isochromene (33348-59-3) + 8-methoxyisochromane (33348-60-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c7gc03741d

Reference yield:

m-methoxyphenylacetic acid (1798-09-0) → 6-methoxy-3,4-dihydro-1H-isochromene (33348-59-3) + 8-methoxyisochromane (33348-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 16 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1039/c7gc03741d

Reference yield:

2-(3-methoxyphenyl)-ethanol (5020-41-7) → 6-methoxy-3,4-dihydro-1H-isochromene (33348-59-3) + 8-methoxyisochromane (33348-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 16 h / 0 - 20 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1039/c7gc03741d

upstream raw materials:

formaldehyd

2-(3-methoxyphenyl)-ethanol

m-methoxyphenylacetic acid

1-methoxy-3-(2-(methoxymethoxy)ethyl)benzene

Downstream raw materials:

6-methoxy-3,4-dihydro-1H-isochromen-1-one

6-methoxy-3,4-dihydro-1-methoxy-1H-isochromene

2-(6-methoxyisochroman-1-yl)-1-phenylethanone

6-(5-methoxy-2-methylphenyl)-1-phenoxy-3-hexanol