3-acetyl-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one

Base Information

• Chemical Name: 3-acetyl-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one
• CAS No.: 1438383-92-6
• Molecular Formula: C₁₉H₁₆O₃
• Molecular Weight: 292.334
• Mol file: 1438383-92-6.mol

Synonyms:3-acetyl-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one

Chemical Property of 3-acetyl-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one

Chemical Property:

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-acetyl-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one

There total 2 articles about 3-acetyl-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-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:

4'-amino-3'-methyl-acetophenone (43230-11-1) → 3-acetyl-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one (1438383-92-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / -10 - -5 °C

1.2: 2 h / 70 °C

2.1: N-Bromosuccinimide / chloroform / 5 h / 70 °C

3.1: potassium carbonate / acetonitrile; benzene / 20 - 60 °C

4.1: potassium carbonate; triphenylphosphine; palladium diacetate; Trimethylacetic acid / N,N-dimethyl acetamide / 2 h / 65 °C / Inert atmosphere

With hydrogenchloride; N-Bromosuccinimide; palladium diacetate; potassium carbonate; triphenylphosphine; sodium nitrite; Trimethylacetic acid; In chloroform; N,N-dimethyl acetamide; water; acetonitrile; benzene;

Reference yield:

7-hydroxy-1-tetralone (22009-38-7) → 3-acetyl-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one (1438383-92-6)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C

2: Trimethylacetic acid; potassium carbonate; palladium(II) trimethylacetate; P(p-C₆H₄F)3 / N,N-dimethyl acetamide / 24 h / 60 °C / Inert atmosphere

3: XPhos; dichloro bis(acetonitrile) palladium(II); potassium phosphate / acetonitrile / 6 h / 65 °C / Inert atmosphere

4: formic acid / 3 h / 65 °C

With dichloro bis(acetonitrile) palladium(II); potassium phosphate; formic acid; palladium(II) trimethylacetate; potassium carbonate; P(p-C₆H₄F)3; XPhos; Trimethylacetic acid; In N,N-dimethyl acetamide; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

3-acetyl-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one (1438383-92-6) → (2S,4S)-2-(2-(9-bromo-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate (1378391-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium hydrobromide perbromide / methanol; dichloromethane / 0.5 h / 0.35 °C

2: potassium carbonate / dichloromethane / 0.2 °C

With pyridinium hydrobromide perbromide; potassium carbonate; In methanol; dichloromethane;

upstream raw materials:

7-hydroxy-1-tetralone

4'-amino-3'-methyl-acetophenone

Downstream raw materials:

(2S,5S)-2-(2-(9-bromo-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 5-methylpyrrolidine-1,2-dicarboxylate

(2S,4S)-2-(2-(9-bromo-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate

Refernces

• 1、 -. "Preparation method of velpatasvir intermediate". . . Retrieved 2018/01/17.
• 2、 -. "ANTIVIRAL COMPOUNDS". . . Retrieved 2014/07/08.