ethyl 4-<(2,2-dimethyl-4-oxothiochroman-6-yl)ethynyl>-2-fluorobenzoate

Base Information

• Chemical Name: ethyl 4-<(2,2-dimethyl-4-oxothiochroman-6-yl)ethynyl>-2-fluorobenzoate
• CAS No.: 229961-35-7
• Molecular Formula: C₂₂H₁₉FO₃S
• Molecular Weight: 382.455
• Mol file: 229961-35-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about ethyl 4-<(2,2-dimethyl-4-oxothiochroman-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: 78.0%

ethyl 2-fluoro-4-iodobenzoate (205750-82-9) + 6-ethynyl-2,2,-dimethylthiochroman-4-one (229961-91-5) → ethyl 4-<(2,2-dimethyl-4-oxothiochroman-6-yl)ethynyl>-2-fluorobenzoate (229961-35-7)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; Ambient temperature;

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

Reference yield:

4-Methoxybenzenethiol (696-63-9) → ethyl 4-<(2,2-dimethyl-4-oxothiochroman-6-yl)ethynyl>-2-fluorobenzoate (229961-35-7)

Guidance literature:

Multi-step reaction with 8 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

With piperidine; pyridine; copper(l) iodide; oxalyl dichloride; boron tribromide; tin(IV) chloride; potassium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; 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-<(2,2-dimethyl-4-oxothiochroman-6-yl)ethynyl>-2-fluorobenzoate (229961-35-7)

Guidance literature:

Multi-step reaction with 8 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

With piperidine; pyridine; copper(l) iodide; oxalyl dichloride; boron tribromide; tin(IV) chloride; potassium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

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

upstream raw materials:

ethyl 2-fluoro-4-iodobenzoate

6-ethynyl-2,2,-dimethylthiochroman-4-one

4-Methoxybenzenethiol

3-Methylbutenoic acid

Downstream raw materials:

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

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

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