1H-Inden-1-one, 2,3-dihydro-2-(hydroxymethyl)-2,6-dimethyl-

Base Information

• Chemical Name: 1H-Inden-1-one, 2,3-dihydro-2-(hydroxymethyl)-2,6-dimethyl-
• CAS No.: 285977-95-9
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Mol file: 285977-95-9.mol

Synonyms:

Chemical Property of 1H-Inden-1-one, 2,3-dihydro-2-(hydroxymethyl)-2,6-dimethyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Inden-1-one, 2,3-dihydro-2-(hydroxymethyl)-2,6-dimethyl-

There total 1 articles about 1H-Inden-1-one, 2,3-dihydro-2-(hydroxymethyl)-2,6-dimethyl- 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:

(2,5-dimethylphenyl)(2-methyloxiran-2-yl)methanone (1253386-66-1) → 2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-one (285977-95-9) + 4,7-dimethyl-3,4-dihydrobenzo[c]oxepin-5(1H)-one (1253386-75-2) + 1-(2,5-dimethylphenyl)-3-hydroxy-2-methylprop-2-en-1-one (1253386-73-0)

Guidance literature:

In acetonitrile; Inert atmosphere; UV-irradiation;

DOI:10.1021/jo101515a

Reference yield:

2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-one (285977-95-9) → (1S,2S)-2-formyl-2,3-dihydro-2,6-dimethyl-1H-inden-1-yl4-nitrobenzoate (1354635-37-2)

Guidance literature:

Multi-step reaction with 7 steps

1: Burkholderia cepacia lipase-PS / Enzymatic reaction

2: porcine pancreatic lipase / Enzymatic reaction

3: Geotrichum candidum (NBRC 5767) / ethanol / 30 °C / pH 5.6 / potato sucrose liquid medium; Enzymatic reaction

4: 1H-imidazole; dmap / 20 °C

5: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 20 °C

6: pyridinium p-toluenesulfonate / methanol / 20 °C

7: oxalyl dichloride; dimethyl sulfoxide; triethylamine / -78 °C / Swern oxidation

With 1H-imidazole; dmap; oxalyl dichloride; pyridinium p-toluenesulfonate; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; ethanol;

DOI:10.1039/c1ob06545a

Reference yield:

2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-one (285977-95-9) → (2R,3R)-2,3-dihydro-2,5-dimethyl-2-vinyl-1H-inden-3-yl4-nitrobenzoate (1354635-38-3)

Guidance literature:

Multi-step reaction with 8 steps

1: Burkholderia cepacia lipase-PS / Enzymatic reaction

2: porcine pancreatic lipase / Enzymatic reaction

3: Geotrichum candidum (NBRC 5767) / ethanol / 30 °C / pH 5.6 / potato sucrose liquid medium; Enzymatic reaction

4: 1H-imidazole; dmap / 20 °C

5: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 20 °C

6: pyridinium p-toluenesulfonate / methanol / 20 °C

7: oxalyl dichloride; dimethyl sulfoxide; triethylamine / -78 °C / Swern oxidation

8: lithium hexamethyldisilazane / -5 °C

With 1H-imidazole; dmap; oxalyl dichloride; pyridinium p-toluenesulfonate; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hexamethyldisilazane; In methanol; ethanol; 8: Wittig reaction;

DOI:10.1039/c1ob06545a

upstream raw materials:

(2,5-dimethylphenyl)(2-methyloxiran-2-yl)methanone

Downstream raw materials:

(1S,2R)-2-((tert-butyldimethylsilyloxy)methyl)-2,3-dihydro-2,6-dimethyl-1H-inden-1-yl 4-nitrobenzoate

(1S,2R)-2,3-dihydro-2-(hydroxymethyl)-2,6-dimethyl-1H-inden-1-yl 4-nitrobenzoate

(1S,2S)-2-formyl-2,3-dihydro-2,6-dimethyl-1H-inden-1-yl4-nitrobenzoate

(2R,3R)-2,3-dihydro-2,5-dimethyl-2-vinyl-1H-inden-3-yl4-nitrobenzoate