(+/-)-3,3-Bis(ethoxycarbonyl)-6-(3,5-dimethyl-4-hydroxyphenyl)-1-methylenecycloheptane

Base Information

Chemical Name:(+/-)-3,3-Bis(ethoxycarbonyl)-6-(3,5-dimethyl-4-hydroxyphenyl)-1-methylenecycloheptane
CAS No.:118630-81-2
Molecular Formula:C₂₂H₃₀O₅
Molecular Weight:374.477
Hs Code.:

Synonyms:(+/-)-3,3-Bis(ethoxycarbonyl)-6-(3,5-dimethyl-4-hydroxyphenyl)-1-methylenecycloheptane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-3,3-Bis(ethoxycarbonyl)-6-(3,5-dimethyl-4-hydroxyphenyl)-1-methylenecycloheptane

Chemical Property:

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Technology Process of (+/-)-3,3-Bis(ethoxycarbonyl)-6-(3,5-dimethyl-4-hydroxyphenyl)-1-methylenecycloheptane

There total 7 articles about (+/-)-3,3-Bis(ethoxycarbonyl)-6-(3,5-dimethyl-4-hydroxyphenyl)-1-methylenecycloheptane 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:

: 118630-80-1
4-<4,4-Bis(ethoxycarbonyl)-6-<(trimethylsilyl)methyl>-6-heptenylidene>-2,6-dimethyl-2,5-cyclohexadien-1-one

: 118630-81-2
(+/-)-3,3-Bis(ethoxycarbonyl)-6-(3,5-dimethyl-4-hydroxyphenyl)-1-methylenecycloheptane

Guidance literature:: With tetrabutyl ammonium fluoride; zinc(II) chloride; Yield given. Multistep reaction; 1.) CDCl₃, 2.) THF, CDCl₃, 25 deg C, 5 min;
DOI:10.1021/ja00185a058

Reference yield:

: 118630-79-8
2,6-Dimethyl-4-<4,4-bis(ethoxycarbonyl)-6-<(trimethylsilyl)methyl>-6-heptenyl>phenol

: 118630-81-2
(+/-)-3,3-Bis(ethoxycarbonyl)-6-(3,5-dimethyl-4-hydroxyphenyl)-1-methylenecycloheptane

Guidance literature:: Multi-step reaction with 2 steps

1: Ag₂O / CDCl₃ / 0.25 h / Ambient temperature

2: 1.) ZnCl₂, 2.) (n-Bu)4NF / 1.) CDCl₃, r.t., 15 min, 2.) THF

With tetrabutyl ammonium fluoride; zinc(II) chloride; silver(l) oxide; In chloroform-d1;
DOI:10.1021/jo00100a039

Reference yield:

: 13037-83-7
4-allyl-2,6-dimethylphenol

: 118630-81-2
(+/-)-3,3-Bis(ethoxycarbonyl)-6-(3,5-dimethyl-4-hydroxyphenyl)-1-methylenecycloheptane

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / imidazole / dimethylformamide / 4 h / Ambient temperature

2: 1.) BH₃*THF, 2.) 30percent H₂O₂, 3 N NaOH / 1.) THF, 0 deg C, 10 min; 2 h, 2.) 0 deg C, 15 min; 1 h

3: 65 percent / Ph₃P, CBr₄ / diethyl ether / 4 h / Ambient temperature

4: 27 percent / NaH / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) r.t., 10 min; 55 deg C, 12 h

5: NaOEt / ethanol / 9 h / 55 °C

6: Ag₂O / CDCl₃ / 0.25 h / Ambient temperature

7: 1.) ZnCl₂, 2.) (n-Bu)4NF / 1.) CDCl₃, r.t., 15 min, 2.) THF

With 1H-imidazole; sodium hydroxide; borane-THF; carbon tetrabromide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium ethanolate; sodium hydride; triphenylphosphine; zinc(II) chloride; silver(l) oxide; In tetrahydrofuran; diethyl ether; chloroform-d1; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00100a039