9-(3,4-dimethoxy-phenyl)-3,3-dimethyl-9-vinyl-1,5-dioxa-spiro[5.5]undecane

Base Information

Chemical Name:9-(3,4-dimethoxy-phenyl)-3,3-dimethyl-9-vinyl-1,5-dioxa-spiro[5.5]undecane
CAS No.:735270-03-8
Molecular Formula:C₂₁H₃₀O₄
Molecular Weight:346.467
Hs Code.:

Synonyms:9-(3,4-dimethoxy-phenyl)-3,3-dimethyl-9-vinyl-1,5-dioxa-spiro[5.5]undecane

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Chemical Property of 9-(3,4-dimethoxy-phenyl)-3,3-dimethyl-9-vinyl-1,5-dioxa-spiro[5.5]undecane

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Technology Process of 9-(3,4-dimethoxy-phenyl)-3,3-dimethyl-9-vinyl-1,5-dioxa-spiro[5.5]undecane

There total 6 articles about 9-(3,4-dimethoxy-phenyl)-3,3-dimethyl-9-vinyl-1,5-dioxa-spiro[5.5]undecane 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: 82.0%

: 2065-66-9
methyl-triphenylphosphonium iodide

: 735270-01-6
9-(3,4-dimethoxy-phenyl)-3,3-dimethyl-1,5-dioxa-spiro[5.5]undecane-9-carbaldehyde

: 735270-03-8
9-(3,4-dimethoxy-phenyl)-3,3-dimethyl-9-vinyl-1,5-dioxa-spiro[5.5]undecane

Guidance literature:: With sodium amide; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.166667h;
DOI:10.1016/j.tetlet.2004.05.021

Reference yield:

: 93-17-4
3,4-dimethoxyphenylacetonitrile

: 735270-03-8
9-(3,4-dimethoxy-phenyl)-3,3-dimethyl-9-vinyl-1,5-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / NaOH; TBAHSO₄ / H₂O / 0.5 h / 0 °C

2: 89 percent / NaH / 1,2-dimethoxy-ethane / 3 h / Heating

3: 87 percent / NaCl; H₂O / dimethylsulfoxide / 6 h / 140 °C

4: 95 percent / PPTS / benzene / 3 h / Heating

5: 100 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / 0 °C

6: 82 percent / NaNH₂ / diethyl ether; tetrahydrofuran / 0.17 h / 0 °C

With sodium hydroxide; water; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; sodium amide; sodium chloride; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; dimethyl sulfoxide; benzene; 1: Michael addition / 2: Dieckmann condensation / 3: Krapcho's demethoxycarbonylation / 6: Wittig reaction;
DOI:10.1016/j.tetlet.2004.05.021

Reference yield:

: 61330-09-4
dimethyl 4-cyano-4-(3,4-dimethoxyphenyl)heptanedioate

: 735270-03-8
9-(3,4-dimethoxy-phenyl)-3,3-dimethyl-9-vinyl-1,5-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / NaH / 1,2-dimethoxy-ethane / 3 h / Heating

2: 87 percent / NaCl; H₂O / dimethylsulfoxide / 6 h / 140 °C

3: 95 percent / PPTS / benzene / 3 h / Heating

4: 100 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / 0 °C

5: 82 percent / NaNH₂ / diethyl ether; tetrahydrofuran / 0.17 h / 0 °C

With water; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; sodium amide; sodium chloride; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; dimethyl sulfoxide; benzene; 1: Dieckmann condensation / 2: Krapcho's demethoxycarbonylation / 5: Wittig reaction;
DOI:10.1016/j.tetlet.2004.05.021