3,5-Dinitro-benzoic acid 2,3,4,5-tetrahydro-1H-3a,7a-methano-inden-8-ylmethyl ester

Base Information

• Chemical Name: 3,5-Dinitro-benzoic acid 2,3,4,5-tetrahydro-1H-3a,7a-methano-inden-8-ylmethyl ester
• CAS No.: 54786-33-3
• Molecular Formula: C₁₈H₁₈N₂O₆
• Molecular Weight: 358.351
• Mol file: 54786-33-3.mol

Synonyms:

Chemical Property of 3,5-Dinitro-benzoic acid 2,3,4,5-tetrahydro-1H-3a,7a-methano-inden-8-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-Dinitro-benzoic acid 2,3,4,5-tetrahydro-1H-3a,7a-methano-inden-8-ylmethyl ester

There total 7 articles about 3,5-Dinitro-benzoic acid 2,3,4,5-tetrahydro-1H-3a,7a-methano-inden-8-ylmethyl ester 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: 69.0%

anti-10-hydroxymethyl<4.3.1>propell-2-ene (54786-35-5,54809-77-7) + 3,5-dinitrobenoyl chloride (99-33-2) → 3,5-Dinitro-benzoic acid 2,3,4,5-tetrahydro-1H-3a,7a-methano-inden-8-ylmethyl ester (54786-33-3,54809-75-5)

Guidance literature:

With pyridine; for 2h; Ambient temperature;

DOI:10.1021/ja00521a053

Reference yield:

8-Bromo-2,3,4,7-tetrahydro-1H-3a,7a-methano-indene (58191-00-7,58239-40-0) → 3,5-Dinitro-benzoic acid 2,3,4,5-tetrahydro-1H-3a,7a-methano-inden-8-ylmethyl ester (54786-33-3,54809-75-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) magnesium, 2.) KI, I₂, sodium bicarbonate / 1.) THF, reflux, 1 h, 2.) water, 24 h

2: 91 percent / glacial acetic acid, zinc dust / 6.5 h / 90 °C

3: 92 percent / lithium aluminum hydride / diethyl ether / 24 h / Heating

4: 85 percent / aq. conc. hydrochloric acid / 5 h / Ambient temperature

5: potassium tert-butoxide / dimethylsulfoxide / 14 h / 75 °C

6: 65 percent / p-toluenesulfonic acid / ethanol / 1 h / 55 °C

7: 66 percent / pyridine / 2 h / Ambient temperature

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; potassium tert-butylate; iodine; sodium hydrogencarbonate; toluene-4-sulfonic acid; magnesium; acetic acid; potassium iodide; zinc; In diethyl ether; ethanol; dimethyl sulfoxide;

DOI:10.1021/ja00521a053

Reference yield:

C11H13IO2 (72407-04-6,73208-26-1) → 3,5-Dinitro-benzoic acid 2,3,4,5-tetrahydro-1H-3a,7a-methano-inden-8-ylmethyl ester (54786-33-3,54809-75-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / glacial acetic acid, zinc dust / 6.5 h / 90 °C

2: 92 percent / lithium aluminum hydride / diethyl ether / 24 h / Heating

3: 85 percent / aq. conc. hydrochloric acid / 5 h / Ambient temperature

4: potassium tert-butoxide / dimethylsulfoxide / 14 h / 75 °C

5: 65 percent / p-toluenesulfonic acid / ethanol / 1 h / 55 °C

6: 66 percent / pyridine / 2 h / Ambient temperature

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; potassium tert-butylate; toluene-4-sulfonic acid; acetic acid; zinc; In diethyl ether; ethanol; dimethyl sulfoxide;

DOI:10.1021/ja00521a053

upstream raw materials:

anti-10-hydroxymethyl<4.3.1>propell-2-ene

3,5-dinitrobenoyl chloride

8-Bromo-2,3,4,7-tetrahydro-1H-3a,7a-methano-indene

C₁₁H₁₃IO₂