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

Base Information

Chemical Name:(4-Methoxy-phenyl)-((4'aS,8'aS)-4'a-methyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl)-methanone
CAS No.:87126-16-7
Molecular Formula:C₂₁H₂₈O₄
Molecular Weight:344.451
Hs Code.:

Synonyms:(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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Chemical Property of (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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Technology Process of (4-Methoxy-phenyl)-((4'aS,8'aS)-4'a-methyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl)-methanone

There total 4 articles about (4-Methoxy-phenyl)-((4'aS,8'aS)-4'a-methyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-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: 90.0%

: 87126-13-4
(4-Methoxy-phenyl)-((4'aS,8'aR)-4'a-methyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl)-acetonitrile

: 87126-16-7
(4-Methoxy-phenyl)-((4'aS,8'aS)-4'a-methyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl)-methanone

Guidance literature:: With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; dimethyl sulfoxide; at 50 ℃; for 5h;
DOI:10.1055/s-1983-30400

Reference yield:

: 826-56-2
4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one

: 87126-16-7
(4-Methoxy-phenyl)-((4'aS,8'aS)-4'a-methyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl)-methanone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-butyllithium / 1.) hexane, THF, -70 deg C, 30 min; 2.) THF, -30 deg C, 3 h

2: 70 percent / p-toluenesulphonic acid / 5 h / 80 - 100 °C

3: 90 percent / DMSO, aq. NaOH, benzyltriethylammonium chloride / 5 h / 50 °C

With sodium hydroxide; n-butyllithium; N-benzyl-N,N,N-triethylammonium chloride; toluene-4-sulfonic acid; dimethyl sulfoxide;
DOI:10.1055/s-1983-30400

Reference yield:

: 78998-63-7
(4-Methoxy-phenyl)-((4aR,8aS)-8a-methyl-3-oxo-octahydro-naphthalen-4a-yl)-acetonitrile

: 87126-16-7
(4-Methoxy-phenyl)-((4'aS,8'aS)-4'a-methyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl)-methanone

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / p-toluenesulphonic acid / 5 h / 80 - 100 °C

2: 90 percent / DMSO, aq. NaOH, benzyltriethylammonium chloride / 5 h / 50 °C

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; toluene-4-sulfonic acid; dimethyl sulfoxide;
DOI:10.1055/s-1983-30400