2-(4-Methoxyphenyl)-4,7-dihydro-2H-1,3-dioxepine

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)-4,7-dihydro-2H-1,3-dioxepine
• CAS No.: 74076-63-4
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• DSSTox Substance ID: DTXSID30502587
• Mol file: 74076-63-4.mol

Synonyms:74076-63-4;2-(4-Methoxyphenyl)-4,7-dihydro-2H-1,3-dioxepine;SCHEMBL11384551;DTXSID30502587

Chemical Property of 2-(4-Methoxyphenyl)-4,7-dihydro-2H-1,3-dioxepine

Chemical Property:

• PSA: 27.69000
• LogP: 2.29680
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 197

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2OCC=CCO2

Technology Process of 2-(4-Methoxyphenyl)-4,7-dihydro-2H-1,3-dioxepine

There total 3 articles about 2-(4-Methoxyphenyl)-4,7-dihydro-2H-1,3-dioxepine 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: 76.0%

1,4-butenediol (6117-80-2) + 4-methoxy-benzaldehyde (123-11-5) → 2-(4-methoxyphenyl)-4,7-dihydro-1,3-dioxepine (74076-63-4)

Guidance literature:

With acidic cation exchanger Lewatit SC 104H; orthoformic acid triethyl ester; at 50 ℃; for 3h;

Reference yield: 74.0%

1-(bis(allyloxy)methyl)-4-methoxybenzene → 2-(4-methoxyphenyl)-4,7-dihydro-1,3-dioxepine (74076-63-4)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 2h; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.0c00390

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 2-(4-methoxyphenyl)-4,7-dihydro-1,3-dioxepine (74076-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / tetrahydrofuran / 24 h / 23 °C / Inert atmosphere; Molecular sieve

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.joc.0c00390

upstream raw materials:

1,4-butenediol

4-methoxy-benzaldehyde

Downstream raw materials:

2-(4-methoxy-phenyl)-[1,3]dioxepane

2-(4-Methoxyphenyl)-4,5-dihydro-1,3-dioxepin

(2S, 3R)-2-azido-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

(2S, 3R)-2-amino-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol