1-acetyl-2-phenyl-2,3-dihydroquinolin-4(1H)-one

Base Information

• Chemical Name: 1-acetyl-2-phenyl-2,3-dihydroquinolin-4(1H)-one
• CAS No.: 1203590-65-1
• Molecular Formula: C₁₇H₁₅NO₂
• Molecular Weight: 265.312
• Mol file: 1203590-65-1.mol

Synonyms:1-acetyl-2-phenyl-2,3-dihydroquinolin-4(1H)-one

Chemical Property of 1-acetyl-2-phenyl-2,3-dihydroquinolin-4(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 1-acetyl-2-phenyl-2,3-dihydroquinolin-4(1H)-one

There total 4 articles about 1-acetyl-2-phenyl-2,3-dihydroquinolin-4(1H)-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: 48.0%

allyl diethyl phosphate (3066-75-9) + 1-N-acetyl-4-keto-2-phenyl-1,2,3,4-tetrahydroquinoline (60355-81-9) → 1-acetyl-2-phenyl-2,3-dihydroquinolin-4(1H)-one (1203590-65-1) + C20H19NO2 (1203590-77-5)

Guidance literature:

1-N-acetyl-4-keto-2-phenyl-1,2,3,4-tetrahydroquinoline; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

allyl diethyl phosphate; With bis(η3-allyl-μ-chloropalladium(II)); C₄₃H₃₉FeN₂O₃P; In tetrahydrofuran; at -50 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja9082717

Reference yield: 4.0%

1-(2-acetylaminophenyl)-3-phenyl-2-propen-1-one (16619-52-6) → 1-acetyl-2-phenyl-2,3-dihydroquinolin-4(1H)-one (1203590-65-1)

Guidance literature:

With C₃₂H₁₁F₁₀O₄P; In cyclohexane; benzene; at 70 ℃; for 72h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01654

Reference yield:

allyl methyl carbonate (35466-83-2) + 1-N-acetyl-4-keto-2-phenyl-1,2,3,4-tetrahydroquinoline (60355-81-9) → 1-acetyl-2-phenyl-2,3-dihydroquinolin-4(1H)-one + 1-acetyl-2-phenyl-2,3-dihydroquinolin-4(1H)-one (1203590-65-1) + C20H19NO2 (1203590-88-8) + C20H19NO2 (1203590-77-5) + C20H19NO2 (1309856-79-8)

Guidance literature:

1-N-acetyl-4-keto-2-phenyl-1,2,3,4-tetrahydroquinoline; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

allyl methyl carbonate; With bis(η3-allyl-μ-chloropalladium(II)); C₄₃H₃₉FeN₂O₃P; In tetrahydrofuran; at -50 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja9082717

upstream raw materials:

allyl diethyl phosphate

1-N-acetyl-4-keto-2-phenyl-1,2,3,4-tetrahydroquinoline

Allyl acetate

allyl methyl carbonate

Downstream raw materials:

2-((2R,3S)-1-acetyl-4-oxo-2-phenyl-1,2,3,4-tetrahydroquinolin-3-yl)acetaldehyde

(S)-2-phenyl-2,3-dihydroquinolin-4(1H)-one