Ethanone, 1-(4-methoxy-1,4-methanonaphthalen-1(4H)-yl)-, O-[(4-methylphenyl)sulfonyl]oxime

Base Information

• Chemical Name: Ethanone, 1-(4-methoxy-1,4-methanonaphthalen-1(4H)-yl)-, O-[(4-methylphenyl)sulfonyl]oxime
• CAS No.: 91948-71-9
• Molecular Formula: C21H21NO4S
• Molecular Weight: 383.468
• Mol file: 91948-71-9.mol

Synonyms:

Chemical Property of Ethanone, 1-(4-methoxy-1,4-methanonaphthalen-1(4H)-yl)-, O-[(4-methylphenyl)sulfonyl]oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethanone, 1-(4-methoxy-1,4-methanonaphthalen-1(4H)-yl)-, O-[(4-methylphenyl)sulfonyl]oxime

There total 10 articles about Ethanone, 1-(4-methoxy-1,4-methanonaphthalen-1(4H)-yl)-, O-[(4-methylphenyl)sulfonyl]oxime 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: 93.0%

p-toluenesulfonyl chloride (98-59-9) + 1-((1R,4S)-4-Methoxy-4H-1,4-methano-naphthalen-1-yl)-ethanone oxime (91948-70-8) → C21H21NO4S (91948-71-9)

Guidance literature:

In pyridine; for 72h; Ambient temperature;

DOI:10.1021/ja00334a040

Reference yield:

3-methoxy-1H-indene (27973-23-5) → C21H21NO4S (91948-71-9)

Guidance literature:

Multi-step reaction with 9 steps

1: n-butyllithium / tetrahydrofuran; hexane / 4 h / -78 °C

2: hydrogen chloride / 1 h / Ambient temperature

3: 99 percent / hydrogen chloride / methanol; benzene / 0.5 h / Ambient temperature

4: 40.5 percent / xylene / 6 h / Heating

5: 50 percent / bis(triphenylphosphine)nickel dicarbonyl / bis-(2-methoxy-ethyl) ether / 12 h / Heating

6: 97.6 percent / potassium hydroxide / aq. ethanol / 6 h / Heating

7: 74 percent / diethyl ether / 1.) -78 deg C, 15 min; 2.) 0 deg C, 3 h

8: 100 percent / hydroxylamine hydrochloride, sodium acetate / methanol / Ambient temperature

9: 93 percent / pyridine / 72 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; n-butyllithium; hydroxylamine hydrochloride; sodium acetate; bis(triphenylphosphine)nickel⁽⁰⁾ dicarbonyl; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; hexane; diethylene glycol dimethyl ether; xylene; benzene;

DOI:10.1021/ja00334a040

Reference yield:

3-oxoindan-1-carboxylic acid (29427-69-8) → C21H21NO4S (91948-71-9)

Guidance literature:

Multi-step reaction with 8 steps

1: hydrogen chloride / 1 h / Ambient temperature

2: 99 percent / hydrogen chloride / methanol; benzene / 0.5 h / Ambient temperature

3: 40.5 percent / xylene / 6 h / Heating

4: 50 percent / bis(triphenylphosphine)nickel dicarbonyl / bis-(2-methoxy-ethyl) ether / 12 h / Heating

5: 97.6 percent / potassium hydroxide / aq. ethanol / 6 h / Heating

6: 74 percent / diethyl ether / 1.) -78 deg C, 15 min; 2.) 0 deg C, 3 h

7: 100 percent / hydroxylamine hydrochloride, sodium acetate / methanol / Ambient temperature

8: 93 percent / pyridine / 72 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; hydroxylamine hydrochloride; sodium acetate; bis(triphenylphosphine)nickel⁽⁰⁾ dicarbonyl; In pyridine; methanol; diethyl ether; ethanol; diethylene glycol dimethyl ether; xylene; benzene;

DOI:10.1021/ja00334a040

upstream raw materials:

p-toluenesulfonyl chloride

1-((1R,4S)-4-Methoxy-4H-1,4-methano-naphthalen-1-yl)-ethanone oxime

3-methoxy-1H-indene

3-oxoindan-1-carboxylic acid