5H-Inden-5-one,1,2,3,3a,4,7a-hexahydro-1-methyl-,(1R,3aR,7aR)-rel-(9CI)

Base Information

• Chemical Name: 5H-Inden-5-one,1,2,3,3a,4,7a-hexahydro-1-methyl-,(1R,3aR,7aR)-rel-(9CI)
• CAS No.: 475051-24-2
• Molecular Formula: C10H14O
• Molecular Weight: 150.21756
• Mol file: 475051-24-2.mol

Synonyms:5H-Inden-5-one,1,2,3,3a,4,7a-hexahydro-1-methyl-,(1R,3aR,7aR)-rel-(9CI)

Chemical Property of 5H-Inden-5-one,1,2,3,3a,4,7a-hexahydro-1-methyl-,(1R,3aR,7aR)-rel-(9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5H-Inden-5-one,1,2,3,3a,4,7a-hexahydro-1-methyl-,(1R,3aR,7aR)-rel-(9CI)

There total 10 articles about 5H-Inden-5-one,1,2,3,3a,4,7a-hexahydro-1-methyl-,(1R,3aR,7aR)-rel-(9CI) 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: 75.0%

C12H18O2 → 1-methyl-1,2,3,3a,4,7a-hexahydro-5H-inden-5-one (475051-24-2)

Guidance literature:

With water; trifluoroacetic acid; In various solvent(s); at 20 ℃; for 14h;

DOI:10.1021/ol026739q

Reference yield:

1,4-dioxaspiro<4.5>dec-7-ene (7092-24-2) → 1-methyl-1,2,3,3a,4,7a-hexahydro-5H-inden-5-one (475051-24-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 100 percent / MCPBA / CH₂Cl₂ / 10 h / 20 °C

2.1: NaH / tetrahydrofuran; various solvent(s) / 1.5 h / Heating

2.2: 94 percent / tetrahydrofuran; various solvent(s) / 5 h / 20 °C

3.1: aq. H₂O₂ / ethanol / 0.5 h / 20 °C

4.1: 0.144 g / NaHCO₃ / ethanol; H₂O / 12 h / Heating

5.1: 100 percent / DMAP / CH₂Cl₂ / 4 h / 20 °C

6.1: Mg; iodine; ethylene dibromide / tetrahydrofuran / 1 h / 20 °C

6.2: CuCN / toluene / 15 h / 20 °C

6.3: 94 percent / K₂CO₃ / methanol / 4 h / 20 °C

7.1: 81 percent / AsPh₃; AcOH / Pd(OAc)2 / benzene / 0.3 h / 60 °C

8.1: LiBH₄; CoCl₂*6H₂O / tetrahydrofuran; methanol / 2 h / -78 °C

9.1: 75 percent / TFA; water / various solvent(s) / 14 h / 20 °C

With dmap; lithium borohydride; triphenyl-arsane; water; dihydrogen peroxide; iodine; sodium hydride; sodium hydrogencarbonate; magnesium; acetic acid; ethylene dibromide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; cobalt(II) chloride; palladium diacetate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; benzene;

DOI:10.1021/ol026739q

Reference yield:

1-methoxycyclohexa-1,4-diene (2886-59-1) → 1-methyl-1,2,3,3a,4,7a-hexahydro-5H-inden-5-one (475051-24-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 100 percent / p-TsOH*H₂O / CH₂Cl₂ / 12 h / 20 °C

2.1: 100 percent / MCPBA / CH₂Cl₂ / 10 h / 20 °C

3.1: NaH / tetrahydrofuran; various solvent(s) / 1.5 h / Heating

3.2: 94 percent / tetrahydrofuran; various solvent(s) / 5 h / 20 °C

4.1: aq. H₂O₂ / ethanol / 0.5 h / 20 °C

5.1: 0.144 g / NaHCO₃ / ethanol; H₂O / 12 h / Heating

6.1: 100 percent / DMAP / CH₂Cl₂ / 4 h / 20 °C

7.1: Mg; iodine; ethylene dibromide / tetrahydrofuran / 1 h / 20 °C

7.2: CuCN / toluene / 15 h / 20 °C

7.3: 94 percent / K₂CO₃ / methanol / 4 h / 20 °C

8.1: 81 percent / AsPh₃; AcOH / Pd(OAc)2 / benzene / 0.3 h / 60 °C

9.1: LiBH₄; CoCl₂*6H₂O / tetrahydrofuran; methanol / 2 h / -78 °C

10.1: 75 percent / TFA; water / various solvent(s) / 14 h / 20 °C

With dmap; lithium borohydride; triphenyl-arsane; water; dihydrogen peroxide; iodine; sodium hydride; sodium hydrogencarbonate; magnesium; acetic acid; ethylene dibromide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; cobalt(II) chloride; palladium diacetate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; benzene;

DOI:10.1021/ol026739q

upstream raw materials:

1,4-dioxaspiro<4.5>dec-7-ene

1-methoxycyclohexa-1,4-diene

(+/-)-spiro[1,3-dioxolane-2,3'-[7]oxabicyclo[4.1.0]heptane]

7-hydroxy-1,4-dioxa-spiro[4,5]dec-6-ene