4,7-dibenzyloxy-5-methoxy-6-methylindole

Base Information

• Chemical Name: 4,7-dibenzyloxy-5-methoxy-6-methylindole
• CAS No.: 99907-50-3
• Molecular Formula: C₂₄H₂₃NO₃
• Molecular Weight: 373.452
• Mol file: 99907-50-3.mol

Synonyms:4,7-dibenzyloxy-5-methoxy-6-methylindole

Chemical Property of 4,7-dibenzyloxy-5-methoxy-6-methylindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,7-dibenzyloxy-5-methoxy-6-methylindole

There total 8 articles about 4,7-dibenzyloxy-5-methoxy-6-methylindole 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: 71.0%

(2,5-dibenzyloxy-3-methoxy-4-methyl-6-nitrophenyl)acetaldehyde (100827-49-4) → 4,7-dibenzyloxy-5-methoxy-6-methylindole (99907-50-3)

Guidance literature:

With ammonium acetate; titanium(III) chloride; In methanol; water; for 0.116667h;

DOI:10.1248/cpb.33.2122

Reference yield:

2,4-dimethoxy-3-methylphenol (19676-67-6) → 4,7-dibenzyloxy-5-methoxy-6-methylindole (99907-50-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 66 percent / acetic acid / 2 h / Heating

2: 86 percent / hydrazine hydrate, KOH / 1.) reflux, 15 min; 2.) 120 deg C, 30 min; 3.) 140 deg C, 30 min

3: 77 percent / ceric ammonium nitrate / H₂O; acetonitrile / 0.75 h / Ambient temperature

4: sodium dithionite / H₂O; diethyl ether / 2 h

5: 57 percent / anhydrous K₂CO₃ / dimethylformamide / 18 h / Ambient temperature

6: 44 percent / cupric nitrate trihydrate / acetic anhydride / 0.5 h

7: 57 percent / pyrrolidine / dimethylformamide / 3 h / 130 °C

8: 71 percent / ammonium acetate, 17 percent TiCl₃ / H₂O; methanol / 0.12 h

With pyrrolidine; ammonium acetate; potassium hydroxide; sodium dithionite; titanium(III) chloride; ammonium cerium(IV) nitrate; potassium carbonate; copper(II) nitrate; hydrazine hydrate; In methanol; diethyl ether; water; acetic anhydride; acetic acid; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1248/cpb.33.2122

Reference yield:

2,4-dimethoxy-3,6-dimethylphenol (53887-75-5) → 4,7-dibenzyloxy-5-methoxy-6-methylindole (99907-50-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 77 percent / ceric ammonium nitrate / H₂O; acetonitrile / 0.75 h / Ambient temperature

2: sodium dithionite / H₂O; diethyl ether / 2 h

3: 57 percent / anhydrous K₂CO₃ / dimethylformamide / 18 h / Ambient temperature

4: 44 percent / cupric nitrate trihydrate / acetic anhydride / 0.5 h

5: 57 percent / pyrrolidine / dimethylformamide / 3 h / 130 °C

6: 71 percent / ammonium acetate, 17 percent TiCl₃ / H₂O; methanol / 0.12 h

With pyrrolidine; ammonium acetate; sodium dithionite; titanium(III) chloride; ammonium cerium(IV) nitrate; potassium carbonate; copper(II) nitrate; In methanol; diethyl ether; water; acetic anhydride; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1248/cpb.33.2122

upstream raw materials:

(2,5-dibenzyloxy-3-methoxy-4-methyl-6-nitrophenyl)acetaldehyde

2,4-dimethoxy-3-methylphenol

2,4-dimethoxy-3,6-dimethylphenol

2-methoxy-3,6-dimethylhydroquinone