7-(benzyloxy)-3-methyl-4-nitro-5-indole

Base Information

Chemical Name:7-(benzyloxy)-3-methyl-4-nitro-5-indole
CAS No.:133471-84-8
Molecular Formula:C₂₁H₂₁N₃O₄
Molecular Weight:379.415
Hs Code.:

7-(benzyloxy)-3-methyl-4-nitro-5-<N-(2-propenyl)acetamido>indole

Synonyms:7-(benzyloxy)-3-methyl-4-nitro-5-indole

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Chemical Property of 7-(benzyloxy)-3-methyl-4-nitro-5-indole

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Technology Process of 7-(benzyloxy)-3-methyl-4-nitro-5-indole

There total 8 articles about 7-(benzyloxy)-3-methyl-4-nitro-5-indole 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: 94.0%

: 133471-83-7
7-(benzyloxy)-3-methyl-4-nitro-1-(phenylsulfonyl)-5-indole

: 133471-84-8
7-(benzyloxy)-3-methyl-4-nitro-5-indole

Guidance literature:: With sodium hydroxide; In ethanol; water; for 45h; Heating;
DOI:10.1021/jo00009a023

Reference yield:

: 133471-77-9
2-(benzyloxy)-6-bromo-4-nitro-N-(2-propenyl)aniline

: 133471-84-8
7-(benzyloxy)-3-methyl-4-nitro-5-indole

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / tetra-n-butylammonium bromide, triethylamine / Pd(OAc)2 / dimethylformamide / 24 h / Ambient temperature

2: 1) sodium hydride / 1) THF, 0 deg C, 0.5 h, 2a) THF, 0.5 h, 0 deg C, 2b) 2 h, r. t.

3: zinc(acid-washed)/CaCl₂ / ethanol; H₂O / 2 h / Heating

4: CH₂Cl₂; pyridine / 1) 0 deg C, 5 min, 2) 1 h, r. t.

5: 1) sodium hydride / 1) DMF, 0 deg C, 15 min, 2a) DMF, 15 min, 0 deg C, 2b) 1 h, r. t.

6: 54 percent / ammonium nitrate, trifluoroacetic anhydride / CH₂Cl₂

7: 94 percent / 10 percent NaOH / ethanol; H₂O / 45 h / Heating

With sodium hydroxide; ammonium nitrate; tetrabutylammomium bromide; sodium hydride; triethylamine; trifluoroacetic anhydride; calcium chloride; zinc; palladium diacetate; In pyridine; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00009a023

Reference yield:

: 127028-17-5
2-(benzyloxy)-6-bromo-4-nitro-aniline

: 133471-84-8
7-(benzyloxy)-3-methyl-4-nitro-5-indole

Guidance literature:: Multi-step reaction with 8 steps

1: 1) potassium tert-butoxide / 1) DMF, ice cooling, 0.5 h, 2) DMF, 2 h, r. t.

2: 96 percent / tetra-n-butylammonium bromide, triethylamine / Pd(OAc)2 / dimethylformamide / 24 h / Ambient temperature

3: 1) sodium hydride / 1) THF, 0 deg C, 0.5 h, 2a) THF, 0.5 h, 0 deg C, 2b) 2 h, r. t.

4: zinc(acid-washed)/CaCl₂ / ethanol; H₂O / 2 h / Heating

5: CH₂Cl₂; pyridine / 1) 0 deg C, 5 min, 2) 1 h, r. t.

6: 1) sodium hydride / 1) DMF, 0 deg C, 15 min, 2a) DMF, 15 min, 0 deg C, 2b) 1 h, r. t.

7: 54 percent / ammonium nitrate, trifluoroacetic anhydride / CH₂Cl₂

8: 94 percent / 10 percent NaOH / ethanol; H₂O / 45 h / Heating

With sodium hydroxide; ammonium nitrate; potassium tert-butylate; tetrabutylammomium bromide; sodium hydride; triethylamine; trifluoroacetic anhydride; calcium chloride; zinc; palladium diacetate; In pyridine; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00009a023