6-[2-(2-bromo-5-methoxyphenyl)ethyl]-7-(nitromethyl)-1,4-dioxaspiro[4,5]decane

Base Information

Chemical Name:6-[2-(2-bromo-5-methoxyphenyl)ethyl]-7-(nitromethyl)-1,4-dioxaspiro[4,5]decane
CAS No.:455331-02-9
Molecular Formula:C₁₈H₂₄BrNO₅
Molecular Weight:414.296
Hs Code.:

Synonyms:6-[2-(2-bromo-5-methoxyphenyl)ethyl]-7-(nitromethyl)-1,4-dioxaspiro[4,5]decane

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Chemical Property of 6-[2-(2-bromo-5-methoxyphenyl)ethyl]-7-(nitromethyl)-1,4-dioxaspiro[4,5]decane

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Technology Process of 6-[2-(2-bromo-5-methoxyphenyl)ethyl]-7-(nitromethyl)-1,4-dioxaspiro[4,5]decane

There total 6 articles about 6-[2-(2-bromo-5-methoxyphenyl)ethyl]-7-(nitromethyl)-1,4-dioxaspiro[4,5]decane 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: 97.0%

: 107-21-1
ethylene glycol

: 455330-81-1
2-[2-(2-bromo-5-methoxy-phenyl)-ethyl]-3-nitromethyl-cyclohexanone

: 455331-02-9
6-[2-(2-bromo-5-methoxyphenyl)ethyl]-7-(nitromethyl)-1,4-dioxaspiro[4,5]decane

Guidance literature:: With toluene-4-sulfonic acid; In benzene; Heating;
DOI:10.1016/S0040-4039(02)00453-7

Reference yield:

: 455330-80-0
2-[2-(2-bromo-5-methoxyphenyl)ethyl]cyclohexanone

: 455331-02-9
6-[2-(2-bromo-5-methoxyphenyl)ethyl]-7-(nitromethyl)-1,4-dioxaspiro[4,5]decane

Guidance literature:: Multi-step reaction with 4 steps

1.1: TMS; (TMS)2NH; NaI / acetonitrile / 20 °C

1.2: 80 percent / NBS / tetrahydrofuran / -18 - 20 °C

2.1: 73 percent / LiCO₃; LiBr / dimethylformamide / 120 °C

3.1: 96 percent / KF; 18-crown-6 / acetonitrile / Heating

4.1: 97 percent / pTsOH / benzene / Heating

With potassium fluoride; 18-crown-6 ether; tetramethylsilane; toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide; lithium bromide; In N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4039(02)00453-7

Reference yield:

: 153683-14-8
2-(2-Bromo-5-methoxyphenyl)-1-iodoethane

: 455331-02-9
6-[2-(2-bromo-5-methoxyphenyl)ethyl]-7-(nitromethyl)-1,4-dioxaspiro[4,5]decane

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran / -18 - 20 °C

2.1: oxalic acid; H₂O / tetrahydrofuran / 20 °C

3.1: TMS; (TMS)2NH; NaI / acetonitrile / 20 °C

3.2: 80 percent / NBS / tetrahydrofuran / -18 - 20 °C

4.1: 73 percent / LiCO₃; LiBr / dimethylformamide / 120 °C

5.1: 96 percent / KF; 18-crown-6 / acetonitrile / Heating

6.1: 97 percent / pTsOH / benzene / Heating

With potassium fluoride; 18-crown-6 ether; tetramethylsilane; water; oxalic acid; toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4039(02)00453-7