(4-Methoxy-phenyl)-((4aR,8aS)-8a-methyl-3-oxo-octahydro-naphthalen-4a-yl)-acetonitrile

Base Information

• Chemical Name: (4-Methoxy-phenyl)-((4aR,8aS)-8a-methyl-3-oxo-octahydro-naphthalen-4a-yl)-acetonitrile
• CAS No.: 78998-63-7
• Molecular Formula: C₂₀H₂₅NO₂
• Molecular Weight: 311.424

Synonyms:(4-Methoxy-phenyl)-((4aR,8aS)-8a-methyl-3-oxo-octahydro-naphthalen-4a-yl)-acetonitrile

Chemical Property of (4-Methoxy-phenyl)-((4aR,8aS)-8a-methyl-3-oxo-octahydro-naphthalen-4a-yl)-acetonitrile

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of (4-Methoxy-phenyl)-((4aR,8aS)-8a-methyl-3-oxo-octahydro-naphthalen-4a-yl)-acetonitrile

There total 2 articles about (4-Methoxy-phenyl)-((4aR,8aS)-8a-methyl-3-oxo-octahydro-naphthalen-4a-yl)-acetonitrile 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: 90.0%

4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one (826-56-2) + lihio p-methoxyphenylacetonitrile (167320-57-2) → (4-Methoxy-phenyl)-((4aR,8aS)-8a-methyl-3-oxo-octahydro-naphthalen-4a-yl)-acetonitrile (78998-63-7)

Guidance literature:

In tetrahydrofuran; at -30 ℃; for 3h;

DOI:10.1016/S0040-4039(01)90490-3

Reference yield:

4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one (826-56-2) + p-methoxybenzylnitrile (104-47-2) → (4-Methoxy-phenyl)-((4aR,8aS)-8a-methyl-3-oxo-octahydro-naphthalen-4a-yl)-acetonitrile (78998-63-7)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) hexane, THF, -70 deg C, 30 min; 2.) THF, -30 deg C, 3 h;

DOI:10.1055/s-1983-30400

Reference yield: 70.0%

(4-Methoxy-phenyl)-((4aR,8aS)-8a-methyl-3-oxo-octahydro-naphthalen-4a-yl)-acetonitrile (78998-63-7) + ethylene glycol (107-21-1) → (4-Methoxy-phenyl)-((4'aS,8'aR)-4'a-methyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl)-acetonitrile (87126-13-4)

Guidance literature:

With toluene-4-sulfonic acid; at 80 - 100 ℃; for 5h;

DOI:10.1055/s-1983-30400

upstream raw materials:

4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one

lihio p-methoxyphenylacetonitrile

p-methoxybenzylnitrile

Downstream raw materials:

(4-Methoxy-phenyl)-((4'aS,8'aR)-4'a-methyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl)-acetonitrile

(4aS,8aS)-8a-(4-Methoxy-benzoyl)-4a-methyl-octahydro-naphthalen-2-one

(4-Methoxy-phenyl)-((4'aS,8'aS)-4'a-methyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl)-methanone

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