Naphthalene, 2-bromo-1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-

Base Information

Chemical Name:Naphthalene, 2-bromo-1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-
CAS No.:136008-96-3
Molecular Formula:C23H21BrO5
Molecular Weight:457.321
Hs Code.:
Mol file:136008-96-3.mol

Synonyms:

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Chemical Property of Naphthalene, 2-bromo-1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-

Chemical Property:

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Technology Process of Naphthalene, 2-bromo-1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-

There total 12 articles about Naphthalene, 2-bromo-1,4,5,6,8-pentamethoxy-3-(phenylethynyl)- 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:

: 139219-30-0
<<3-bromo-4,5,7,8-tetramethoxy-2-(phenylethynyl)-1-naphthalenyl>oxy>triethylsilane

: 136008-96-3
2-bromo-1,4,5,6,8-pentamethoxy-3-(phenylethynyl)naphthalene

Guidance literature:: Multi-step reaction with 2 steps

1: Bu₄NF

2: NaOH

With sodium hydroxide; tetrabutyl ammonium fluoride;
DOI:10.1021/ja00104a009

Reference yield:

: 2-bromo-5,6,8-trimethoxy-3-(phenylethynyl)-4-<(triethylsilyl)oxy>-1-naphthalenol

: 136008-96-3
2-bromo-1,4,5,6,8-pentamethoxy-3-(phenylethynyl)naphthalene

Guidance literature:: Multi-step reaction with 3 steps

1: Na₂S₂O₄, Bu₄NBr, NaOH

2: Bu₄NF

3: NaOH

With sodium hydroxide; sodium dithionite; tetrabutyl ammonium fluoride; tetrabutylammomium bromide;
DOI:10.1021/ja00104a009

Reference yield:

: 135-77-3
1,2,4-trimethoxy-benzene

: 136008-96-3
2-bromo-1,4,5,6,8-pentamethoxy-3-(phenylethynyl)naphthalene

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / Br₂ / CHCl₃ / 0.75 h / 0 °C

2: 82 percent / LDA / tetrahydrofuran / 4 h / -78 °C

3: 70percent aq. perchloric acid / tetrahydrofuran / 1.25 h

4: 80 percent / pyridinium bromide perbromide / tetrahydrofuran / 1 h / 0 deg C to rt

5: 69 percent / Na₂Cr₂O₇, aq. H₂SO₄ / acetone / 3 h / 0 - 4 °C

6: 77 percent / CuI, i-Pr₂NEt / (Ph₃P)4Pd / dimethylformamide / 18 h

7: aq. Na₂S₂O₄, Bu₄NBr / CH₂Cl₂

8: Et₃N, DMAP / CH₂Cl₂ / 1) 0 deg C, 4 h, 2) 0 deg C to rt, overnight

With dmap; copper(l) iodide; perchloric acid; sodium dithionite; sodium dichromate; sulfuric acid; tetrabutylammomium bromide; bromine; pyridinium hydrobromide perbromide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;