2,3-dihydro-7-hydroxy-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione

Base Information

• Chemical Name: 2,3-dihydro-7-hydroxy-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione
• CAS No.: 125494-90-8
• Molecular Formula: C₂₉H₂₂O₅
• Molecular Weight: 450.491
• Mol file: 125494-90-8.mol

Synonyms:2,3-dihydro-7-hydroxy-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione

Chemical Property of 2,3-dihydro-7-hydroxy-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-dihydro-7-hydroxy-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione

There total 12 articles about 2,3-dihydro-7-hydroxy-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione 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: 65.0%

2,3-dihydro-7-(phenylmethoxy)-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione (124887-39-4) → 2,3-dihydro-7-hydroxy-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione (125494-90-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; at 65 ℃; for 0.166667h;

DOI:10.1021/jo00293a043

Reference yield:

7-hydroxy-indan-1-one (6968-35-0) → 2,3-dihydro-7-hydroxy-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione (125494-90-8)

Guidance literature:

Multi-step reaction with 12 steps

1: 94 percent / potassium carbonate, tetrabutylammonium iodide / dimethylformamide / 10 h / Ambient temperature

2: 1) potassium tert-butoxide / 1) dioxane, 0 deg C , then 0.8 h, RT 2) dioxane, 2 h , RT, then reflux 2h

3: 75 percent / p-toluenesulfonic acid / H₂O; dioxane / 16 h / Heating

4: 1) n-butyllithium / 1) THF, -78 deg C 2) THF, 0 deg C, 2 h

5: imidazole / dimethylformamide / 29 h / Ambient temperature

6: 85 percent / acetic anhydride / heptane / 3 h / 80 °C

7: 80 percent / potassium carbonate, tetra-n-butylammonium iodide / dimethylformamide / 48 h / Ambient temperature

8: 68 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 72 h / Ambient temperature

9: 1) oxalyl chloride, dimethylsulfoxide 2) Et₃N / 1) methylene chloride, -67 deg C

10: sodium methoxide / methanol / 3 h / 65 °C

11: pyridinium chlorochromate / CH₂Cl₂ / 14 h / Ambient temperature

12: 65 percent / ammonium formate / 10 percent Pd/C / methanol / 0.17 h / 65 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium methylate; ammonium formate; acetic anhydride; tetra-(n-butyl)ammonium iodide; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo00293a043

Reference yield:

7-(phenylmethoxy)indan-1-one (125494-84-0) → 2,3-dihydro-7-hydroxy-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione (125494-90-8)

Guidance literature:

Multi-step reaction with 11 steps

1: 1) potassium tert-butoxide / 1) dioxane, 0 deg C , then 0.8 h, RT 2) dioxane, 2 h , RT, then reflux 2h

2: 75 percent / p-toluenesulfonic acid / H₂O; dioxane / 16 h / Heating

3: 1) n-butyllithium / 1) THF, -78 deg C 2) THF, 0 deg C, 2 h

4: imidazole / dimethylformamide / 29 h / Ambient temperature

5: 85 percent / acetic anhydride / heptane / 3 h / 80 °C

6: 80 percent / potassium carbonate, tetra-n-butylammonium iodide / dimethylformamide / 48 h / Ambient temperature

7: 68 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 72 h / Ambient temperature

8: 1) oxalyl chloride, dimethylsulfoxide 2) Et₃N / 1) methylene chloride, -67 deg C

9: sodium methoxide / methanol / 3 h / 65 °C

10: pyridinium chlorochromate / CH₂Cl₂ / 14 h / Ambient temperature

11: 65 percent / ammonium formate / 10 percent Pd/C / methanol / 0.17 h / 65 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium methylate; ammonium formate; acetic anhydride; tetra-(n-butyl)ammonium iodide; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo00293a043

upstream raw materials:

2,3-dihydro-7-(phenylmethoxy)-1H-indene-1-spiro-2'-<4'-methoxy-9'-(phenylmethoxy)-2'H-benzindene>-1',3'-dione

7-hydroxy-indan-1-one

7-(phenylmethoxy)indan-1-one

1-formyl-7-(phenylmethoxy)indane