N,N-diethyl 3-benzyloxy-1,4,5,6,8-pentamethoxynaphthalene-2-carboxamide

Base Information

Chemical Name:N,N-diethyl 3-benzyloxy-1,4,5,6,8-pentamethoxynaphthalene-2-carboxamide
CAS No.:916755-12-9
Molecular Formula:C₂₇H₃₃NO₇
Molecular Weight:483.562
Hs Code.:

Synonyms:

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Chemical Property of N,N-diethyl 3-benzyloxy-1,4,5,6,8-pentamethoxynaphthalene-2-carboxamide

Chemical Property:

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Technology Process of N,N-diethyl 3-benzyloxy-1,4,5,6,8-pentamethoxynaphthalene-2-carboxamide

There total 8 articles about N,N-diethyl 3-benzyloxy-1,4,5,6,8-pentamethoxynaphthalene-2-carboxamide 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:

: diethyl-carbamic acid 3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-yl ester

: 100-39-0
benzyl bromide

: 916755-12-9
N,N-diethyl 3-benzyloxy-1,4,5,6,8-pentamethoxynaphthalene-2-carboxamide

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 18h;
DOI:10.1002/ejoc.200600353

Reference yield:

: 916755-03-8
2-bromo-1,4,5,7,8-pentamethoxynaphthalene

: 916755-12-9
N,N-diethyl 3-benzyloxy-1,4,5,6,8-pentamethoxynaphthalene-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / tert-butyllithium; trimethyl borate / hexane; tetrahydrofuran / 0.67 h / -95 - 20 °C

2.1: hydrogen peroxide; sodium hydroxide / methanol; H₂O / 0.17 h / 20 °C

3.1: sodium bis(trimethylsilyl)amide / dimethylformamide; tetrahydrofuran / 1.17 h / 0 - 20 °C

3.2: 229 mg / dimethylformamide; tetrahydrofuran / 20 h / 20 °C

4.1: tert-butyllithium / hexane; tetrahydrofuran / 19 h / -78 - 20 °C

5.1: 319 mg / K₂CO₃ / dimethylformamide / 18 h / 60 °C

With sodium hydroxide; Trimethyl borate; dihydrogen peroxide; tert.-butyl lithium; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; methanol; hexane; water; N,N-dimethyl-formamide; 4.1: ortho-Fries rearrangement;
DOI:10.1002/ejoc.200600353

Reference yield:

: 2-bromo-5,7,8-trimethoxy-naphthalene-1,4-diol

: 916755-12-9
N,N-diethyl 3-benzyloxy-1,4,5,6,8-pentamethoxynaphthalene-2-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2.64 g / tetra-n-butylammonium bromide; aq. sodium hydroxide / CH₂Cl₂ / 18 h / 20 °C

2.1: 92 percent / tert-butyllithium; trimethyl borate / hexane; tetrahydrofuran / 0.67 h / -95 - 20 °C

3.1: hydrogen peroxide; sodium hydroxide / methanol; H₂O / 0.17 h / 20 °C

4.1: sodium bis(trimethylsilyl)amide / dimethylformamide; tetrahydrofuran / 1.17 h / 0 - 20 °C

4.2: 229 mg / dimethylformamide; tetrahydrofuran / 20 h / 20 °C

5.1: tert-butyllithium / hexane; tetrahydrofuran / 19 h / -78 - 20 °C

6.1: 319 mg / K₂CO₃ / dimethylformamide / 18 h / 60 °C

With sodium hydroxide; Trimethyl borate; tetrabutylammomium bromide; dihydrogen peroxide; tert.-butyl lithium; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; 5.1: ortho-Fries rearrangement;
DOI:10.1002/ejoc.200600353