7-methyl-2,3,4,5,6,7-hexahydro-1H-inden-1-one

Base Information

• Chemical Name: 7-methyl-2,3,4,5,6,7-hexahydro-1H-inden-1-one
• CAS No.: 67220-96-6
• Molecular Formula: C10H14O
• DSSTox Substance ID: DTXSID50473982
• Nikkaji Number: J824.837K
• Mol file: 67220-96-6.mol

Synonyms:7-methyl-2,3,4,5,6,7-hexahydro-1H-inden-1-one;67220-96-6;1H-Inden-1-one, 2,3,4,5,6,7-hexahydro-7-methyl-;DTXSID50473982;7-methyl-2,3,4,5,6,7-hexahydro-inden-1-one

Chemical Property of 7-methyl-2,3,4,5,6,7-hexahydro-1H-inden-1-one

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 225

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC2=C1C(=O)CC2

Technology Process of 7-methyl-2,3,4,5,6,7-hexahydro-1H-inden-1-one

There total 1 articles about 7-methyl-2,3,4,5,6,7-hexahydro-1H-inden-1-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: 70.0%

1-(3-Hydroxy-prop-1-ynyl)-2-methyl-cyclohexanol (55046-90-7) → 7-methyl-2,3,4,5,6,7-hexahydro-inden-1-one (67220-96-6) + 1-methylbicyclo<4.3.0>non-5-en-7-one (70219-47-5,368875-09-6)

Guidance literature:

With sulfuric acid; In methanol; at 0 ℃; for 1.5h;

DOI:10.1246/bcsj.54.2747

Reference yield:

7-methyl-2,3,4,5,6,7-hexahydro-inden-1-one (67220-96-6) → (3aS,8R,8bR)-8-Methyl-3-[1-((R)-4-methyl-5-oxo-2,5-dihydro-furan-2-yloxy)-meth-(E)-ylidene]-3,3a,4,5,6,7,8,8b-octahydro-indeno[1,2-b]furan-2-one

Guidance literature:

Multi-step reaction with 6 steps

1: NaH

3: HCl, HOAc / Heating

4: 80 percent / NaBH₄, CeCl₃

5: 1.) KOt-Bu

6: 65 percent / 1,2-dichloro-benzene / Heating

With hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride; potassium tert-butylate; sodium hydride; acetic acid; In 1,2-dichloro-benzene;

DOI:10.1016/S0040-4039(97)00304-3

Reference yield:

7-methyl-2,3,4,5,6,7-hexahydro-inden-1-one (67220-96-6) → sorgolactone (141262-39-7)

Guidance literature:

Multi-step reaction with 6 steps

1: NaH

3: HCl, HOAc / Heating

4: 80 percent / NaBH₄, CeCl₃

5: 1.) KOt-Bu

6: 65 percent / 1,2-dichloro-benzene / Heating

With hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride; potassium tert-butylate; sodium hydride; acetic acid; In 1,2-dichloro-benzene;

DOI:10.1016/S0040-4039(97)00304-3

upstream raw materials:

1-(3-Hydroxy-prop-1-ynyl)-2-methyl-cyclohexanol

Downstream raw materials:

(+/-)-(3aR*,8S*,8bS*,2'S*)-3-[(E)-2',5'-dihydro-4'-methyl-5'-oxo-2'-furanyloxymethylene]-8-methyl-3,3a,4,5,6,7,8,8b-octahydroindeno[1,2-b]furan-2-one

(+/-)-(3aR*,8S*,8bS*,2'R*)-3-[(E)-2',5'-dihydro-4'-methyl-5'-oxo-2'-furanyloxymethylene]-8-methyl-3,3a,4,5,6,7,8,8b-octahydroindeno[1,2-b]furan-2-one

sorgolactone