2,2-Dimethyl-1,2,3,9-tetrahydro-4H-carbazol-4-one

Base Information

• Chemical Name: 2,2-Dimethyl-1,2,3,9-tetrahydro-4H-carbazol-4-one
• CAS No.: 40429-04-7
• Molecular Formula: C14H15NO
• Molecular Weight: 213.279
• Mol file: 40429-04-7.mol

Synonyms:2,2-Dimethyl-1,2,3,9-tetrahydro-carbazol-4-one;1,2,3,4-Tetrahydro-2,2-dimethyl-4-oxo-carbazol;2,3-dihydro-2,2-dimethylcarbazol-4(1H)-one;2,2-Dimethyl-4-oxo-1,2,3,4-tetrahydrocarbazol;

Chemical Property of 2,2-Dimethyl-1,2,3,9-tetrahydro-4H-carbazol-4-one

Chemical Property:

• Melting Point: 209 - 210 °C
• PSA: 32.86000
• LogP: 3.32300

Purity/Quality:

98%min ^*data from raw suppliers

2,2-Dimethyl-1,2,3,9-tetrahydro-4H-carbazol-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of 2,2-Dimethyl-1,2,3,9-tetrahydro-4H-carbazol-4-one

There total 3 articles about 2,2-Dimethyl-1,2,3,9-tetrahydro-4H-carbazol-4-one 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: 61.0%

1-amino-5,5-dimethylcyclohexen-3-one (873-95-0) + 2,3-dibromobenzene (583-53-9) → 2,2-dimethyl-2,3-dihydro-1H-carbazol-4(9H)-one (40429-04-7) + 3-((2-bromophenyl)-amino)-6,6-dimethylcyclohex-2-enone (68890-20-0)

Guidance literature:

With caesium carbonate; DavePhos; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; at 80 ℃; for 36h;

DOI:10.1021/ol000031z

Reference yield:

3-(N'-benzoyl-N'-phenylhydrazino)-5,5-dimethylcyclohex-2-en-1-one (58635-19-1) → N-phenyl benzoyl amide (93-98-1,5705-51-1) + 2,2-dimethyl-2,3-dihydro-1H-carbazol-4(9H)-one (40429-04-7) + 3-amino-2-(2-benzoylaminophenyl)-5,5-dimethylcyclohex-2-en-1-one (77435-16-6) + 9-benzoyl-2,3-dihydro-2,2-dimethylcarbazol-4(1H)-one

Guidance literature:

In tetralin; for 3h; Heating;

Reference yield:

3-(N'-4-methoxybenzoyl-N'-phenylhydrazino)-5,5-dimethylcyclohex-2-en-1-one (77435-27-9) → 2,2-dimethyl-2,3-dihydro-1H-carbazol-4(9H)-one (40429-04-7) + 3-amino-2-<2-(4-methoxybenzoyl)aminophenyl>-5,5-dimethylcyclohex-2-en-1-one (77435-15-5) + 2,3-dihydro-9-(4-methoxybenzoyl)-2,2-dimethylcarbazol-4(1H)-one (77451-93-5)

Guidance literature:

In tetralin; for 3h; Heating;

upstream raw materials:

3-(N'-benzoyl-N'-phenylhydrazino)-5,5-dimethylcyclohex-2-en-1-one

3-(N'-4-methoxybenzoyl-N'-phenylhydrazino)-5,5-dimethylcyclohex-2-en-1-one

1-amino-5,5-dimethylcyclohexen-3-one

2,3-dibromobenzene

Downstream raw materials:

2,3-dihydro-9-(4-methoxybenzoyl)-2,2-dimethylcarbazol-4(1H)-one

methyl 4-((2,2-dimethyl-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)benzoate

methyl 4-((2,2-dimethyl-3-methylen-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)benzoate

methyl 4-((2,2-dimethyl-3-(morpholinomethyl)-4-oxo-1,2,3,4-tetrahydrocarbazol-9-yl)methyl)benzoate

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