ethyl 4-<<4-(4-ethylphenyl)-2,2-dimethyl-(2H)-thiochromen-6-yl>-ethynyl>-2-fluorobenzoate

Base Information

• Chemical Name: ethyl 4-<<4-(4-ethylphenyl)-2,2-dimethyl-(2H)-thiochromen-6-yl>-ethynyl>-2-fluorobenzoate
• CAS No.: 229961-38-0
• Molecular Formula: C₃₀H₂₇FO₂S
• Molecular Weight: 470.608
• Mol file: 229961-38-0.mol

Synonyms:ethyl 4-<<4-(4-ethylphenyl)-2,2-dimethyl-(2H)-thiochromen-6-yl>-ethynyl>-2-fluorobenzoate

Chemical Property of ethyl 4-<<4-(4-ethylphenyl)-2,2-dimethyl-(2H)-thiochromen-6-yl>-ethynyl>-2-fluorobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-<<4-(4-ethylphenyl)-2,2-dimethyl-(2H)-thiochromen-6-yl>-ethynyl>-2-fluorobenzoate

There total 11 articles about ethyl 4-<<4-(4-ethylphenyl)-2,2-dimethyl-(2H)-thiochromen-6-yl>-ethynyl>-2-fluorobenzoate 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-Methoxybenzenethiol (696-63-9) → ethyl 4-<<4-(4-ethylphenyl)-2,2-dimethyl-(2H)-thiochromen-6-yl>-ethynyl>-2-fluorobenzoate (229961-38-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 82 percent / piperidine / 32 h / 105 °C

2: (COCl)2 / benzene / 4 h / Ambient temperature

3: 78 percent / SnCl₄ / CH₂Cl₂ / 2 h / 0 °C

4: 40 percent / BBr₃ / CH₂Cl₂ / 5 h / 23 °C

5: 47 percent / pyridine / 4 h / 0 °C

6: 91 percent / Et₃N, CuI / Pd(PPh₃)2Cl₂ / dimethylformamide / 5 h / 95 °C

7: 99 percent / K₂CO₃ / methanol / Ambient temperature

8: 78 percent / Et₃N, CuI / Pd(PPh₃)2Cl₂ / Ambient temperature

9: 1.) NaN(TMS)2 / 1.) THF, -78 deg C, 30 min, 2.) THF, room temperature, overnight

10: 1.) t-BuLi, ZnCl₂ / 2.) Pd(PPh₃)4 / 1.) THF, pentane, room temperature, 40 min, 2.) THF, 50 deg C, 2 h

With piperidine; pyridine; copper(l) iodide; oxalyl dichloride; tert.-butyl lithium; sodium hexamethyldisilazane; boron tribromide; tin(IV) chloride; potassium carbonate; triethylamine; zinc(II) chloride; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0968-0896(99)00055-3

Reference yield:

3-Methylbutenoic acid (541-47-9) → ethyl 4-<<4-(4-ethylphenyl)-2,2-dimethyl-(2H)-thiochromen-6-yl>-ethynyl>-2-fluorobenzoate (229961-38-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 82 percent / piperidine / 32 h / 105 °C

2: (COCl)2 / benzene / 4 h / Ambient temperature

3: 78 percent / SnCl₄ / CH₂Cl₂ / 2 h / 0 °C

4: 40 percent / BBr₃ / CH₂Cl₂ / 5 h / 23 °C

5: 47 percent / pyridine / 4 h / 0 °C

6: 91 percent / Et₃N, CuI / Pd(PPh₃)2Cl₂ / dimethylformamide / 5 h / 95 °C

7: 99 percent / K₂CO₃ / methanol / Ambient temperature

8: 78 percent / Et₃N, CuI / Pd(PPh₃)2Cl₂ / Ambient temperature

9: 1.) NaN(TMS)2 / 1.) THF, -78 deg C, 30 min, 2.) THF, room temperature, overnight

10: 1.) t-BuLi, ZnCl₂ / 2.) Pd(PPh₃)4 / 1.) THF, pentane, room temperature, 40 min, 2.) THF, 50 deg C, 2 h

With piperidine; pyridine; copper(l) iodide; oxalyl dichloride; tert.-butyl lithium; sodium hexamethyldisilazane; boron tribromide; tin(IV) chloride; potassium carbonate; triethylamine; zinc(II) chloride; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0968-0896(99)00055-3

Reference yield:

6-methoxy-2,2-dimethyl-thiochroman-4-one (111424-51-2) → ethyl 4-<<4-(4-ethylphenyl)-2,2-dimethyl-(2H)-thiochromen-6-yl>-ethynyl>-2-fluorobenzoate (229961-38-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 40 percent / BBr₃ / CH₂Cl₂ / 5 h / 23 °C

2: 47 percent / pyridine / 4 h / 0 °C

3: 91 percent / Et₃N, CuI / Pd(PPh₃)2Cl₂ / dimethylformamide / 5 h / 95 °C

4: 99 percent / K₂CO₃ / methanol / Ambient temperature

5: 78 percent / Et₃N, CuI / Pd(PPh₃)2Cl₂ / Ambient temperature

6: 1.) NaN(TMS)2 / 1.) THF, -78 deg C, 30 min, 2.) THF, room temperature, overnight

7: 1.) t-BuLi, ZnCl₂ / 2.) Pd(PPh₃)4 / 1.) THF, pentane, room temperature, 40 min, 2.) THF, 50 deg C, 2 h

With pyridine; copper(l) iodide; tert.-butyl lithium; sodium hexamethyldisilazane; boron tribromide; potassium carbonate; triethylamine; zinc(II) chloride; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(99)00055-3

upstream raw materials:

1-bromo-4-ethylbenzene

ethyl 4-(2,2-dimethyl-4-trifluorosulfonyloxy-(2H)-thiochromen-6-ylethynyl)-2-fluorobenzoate

4-Methoxybenzenethiol

3-Methylbutenoic acid