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

Base Information

Chemical Name:6-[2-(2-bromo-5-methoxyphenyl)ethyl]-1,4-dioxaspiro[4,5]decane-7-carboxaldehyde
CAS No.:455330-75-3
Molecular Formula:C₁₈H₂₃BrO₄
Molecular Weight:383.282
Hs Code.:

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

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

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

There total 7 articles about 6-[2-(2-bromo-5-methoxyphenyl)ethyl]-1,4-dioxaspiro[4,5]decane-7-carboxaldehyde 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: 75.0%

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

: 455330-75-3
6-[2-(2-bromo-5-methoxyphenyl)ethyl]-1,4-dioxaspiro[4,5]decane-7-carboxaldehyde

Guidance literature:: 6-[2-(2-bromo-5-methoxyphenyl)ethyl]-7-(nitromethyl)-1,4-dioxaspiro[4,5]decane; With potassium hydroxide; In methanol; at 0 ℃;

With potassium permanganate; magnesium sulfate; In methanol; water; at 0 - 20 ℃;
DOI:10.1016/S0040-4039(02)00453-7

Reference yield:

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

: 455330-75-3
6-[2-(2-bromo-5-methoxyphenyl)ethyl]-1,4-dioxaspiro[4,5]decane-7-carboxaldehyde

Guidance literature:: Multi-step reaction with 5 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

5.1: KOH / methanol / 0 °C

5.2: 75 percent / KMnO₄; MgSO₄ / methanol; H₂O / 0 - 20 °C

With potassium fluoride; potassium hydroxide; 18-crown-6 ether; tetramethylsilane; toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide; lithium bromide; In methanol; 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

: 455330-75-3
6-[2-(2-bromo-5-methoxyphenyl)ethyl]-1,4-dioxaspiro[4,5]decane-7-carboxaldehyde

Guidance literature:: Multi-step reaction with 7 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

7.1: KOH / methanol / 0 °C

7.2: 75 percent / KMnO₄; MgSO₄ / methanol; H₂O / 0 - 20 °C

With potassium fluoride; potassium hydroxide; 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; methanol; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4039(02)00453-7