(Cyclohex-1-en-1-yl)(3,4-dihydro-2H-pyran-6-yl)methanone

Base Information

• Chemical Name: (Cyclohex-1-en-1-yl)(3,4-dihydro-2H-pyran-6-yl)methanone
• CAS No.: 649570-57-0
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• DSSTox Substance ID: DTXSID10583031
• Nikkaji Number: J1.991.821A
• Wikidata: Q82474541

Synonyms:649570-57-0;(Cyclohex-1-en-1-yl)(3,4-dihydro-2H-pyran-6-yl)methanone;DTXSID10583031

Chemical Property of (Cyclohex-1-en-1-yl)(3,4-dihydro-2H-pyran-6-yl)methanone

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 287

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC1)C(=O)C2=CCCCO2

Technology Process of (Cyclohex-1-en-1-yl)(3,4-dihydro-2H-pyran-6-yl)methanone

There total 4 articles about (Cyclohex-1-en-1-yl)(3,4-dihydro-2H-pyran-6-yl)methanone 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: 70.0%

cyclohex-1-enyl-(5,6-dihydro-4H-pyran-2-yl)-methanol (649570-34-3) → cyclohex-1-en-1-yl(3,4-dihydro-2H-pyran-6-yl)methanone (649570-57-0)

Guidance literature:

With pyridine; Dess-Martin periodane; In dichloromethane; at 23 ℃;

DOI:10.1021/ol036019z

Reference yield:

1-cyclohexene-1-carboxaldehyde (1192-88-7) → cyclohex-1-en-1-yl(3,4-dihydro-2H-pyran-6-yl)methanone (649570-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-butyllithium / tetrahydrofuran; pentane / -78 - 0 °C

1.2: 94 percent / tetrahydrofuran; pentane / -78 - 0 °C

2.1: 70 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 23 °C

With pyridine; tert.-butyl lithium; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; pentane;

DOI:10.1021/ol036019z

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → cyclohex-1-en-1-yl(3,4-dihydro-2H-pyran-6-yl)methanone (649570-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-butyllithium / tetrahydrofuran; pentane / -78 - 0 °C

1.2: 94 percent / tetrahydrofuran; pentane / -78 - 0 °C

2.1: 70 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 23 °C

With pyridine; tert.-butyl lithium; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; pentane;

DOI:10.1021/ol036019z

upstream raw materials:

cyclohex-1-enyl-(5,6-dihydro-4H-pyran-2-yl)-methanol

3,4-dihydro-2H-pyran

1-cyclohexene-1-carboxaldehyde

Downstream raw materials:

3,4,4b,5,6,7,8,8a-octahydro-2H-1-oxa-fluoren-9-one

(4bR,8aS)-3,4,4b,5,6,7,8,8a-octahydroindeno[2,1-b]pyran-9(2H)-one

(4bS,8aR)-3,4,4b,5,6,7,8,8a-octahydroindeno[2,1-b]pyran-9(2H)-one

cis-3,4,3b,5,6,7,8,8a-octahydro-2H-1-oxa-fluorene-9-one

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