ethyl 4-<(4-(4-(1-methylethyl)phenyl)-(2H)-thiochromen-6-yl)ethynyl>benzoate

Base Information

Chemical Name:ethyl 4-<(4-(4-(1-methylethyl)phenyl)-(2H)-thiochromen-6-yl)ethynyl>benzoate
CAS No.:244241-09-6
Molecular Formula:C₂₉H₂₆O₂S
Molecular Weight:438.59
Hs Code.:

Synonyms:ethyl 4-<(4-(4-(1-methylethyl)phenyl)-(2H)-thiochromen-6-yl)ethynyl>benzoate

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Chemical Property of ethyl 4-<(4-(4-(1-methylethyl)phenyl)-(2H)-thiochromen-6-yl)ethynyl>benzoate

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Technology Process of ethyl 4-<(4-(4-(1-methylethyl)phenyl)-(2H)-thiochromen-6-yl)ethynyl>benzoate

There total 7 articles about ethyl 4-<(4-(4-(1-methylethyl)phenyl)-(2H)-thiochromen-6-yl)ethynyl>benzoate 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:

: 13735-13-2
6-bromo-2,3-dihydro-4H-1-benzothiopyran4-one

: 244241-09-6
ethyl 4-<(4-(4-(1-methylethyl)phenyl)-(2H)-thiochromen-6-yl)ethynyl>benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / CuI, Et₂NH / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 72 h / Ambient temperature

2: 96 percent / K₂CO₃ / methanol / Ambient temperature

3: 69 percent / Et₃N, CuI / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 20 h / Ambient temperature

4: 1.) NaN(TMS)2 / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C to room temperature, 5 h

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

With copper(l) iodide; tert.-butyl lithium; sodium hexamethyldisilazane; potassium carbonate; diethylamine; triethylamine; zinc(II) chloride; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol;
DOI:10.1016/S0968-0896(99)00055-3

Reference yield:

: 13735-04-1
3-(4-Bromophenylsulfanyl)propanoic Acid

: 244241-09-6
ethyl 4-<(4-(4-(1-methylethyl)phenyl)-(2H)-thiochromen-6-yl)ethynyl>benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: 67 percent / MeSO₃H / 1.5 h / 75 °C

2: 55 percent / CuI, Et₂NH / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 72 h / Ambient temperature

3: 96 percent / K₂CO₃ / methanol / Ambient temperature

4: 69 percent / Et₃N, CuI / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 20 h / Ambient temperature

5: 1.) NaN(TMS)2 / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C to room temperature, 5 h

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

With copper(l) iodide; methanesulfonic acid; tert.-butyl lithium; sodium hexamethyldisilazane; potassium carbonate; diethylamine; triethylamine; zinc(II) chloride; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol;
DOI:10.1016/S0968-0896(99)00055-3

Reference yield:

: 106-53-6
para-bromobenzenethiol

: 244241-09-6
ethyl 4-<(4-(4-(1-methylethyl)phenyl)-(2H)-thiochromen-6-yl)ethynyl>benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaOH / 1.) H₂O, room temperature, 30 min, 2.) room temperature, 48 h

2: 67 percent / MeSO₃H / 1.5 h / 75 °C

3: 55 percent / CuI, Et₂NH / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 72 h / Ambient temperature

4: 96 percent / K₂CO₃ / methanol / Ambient temperature

5: 69 percent / Et₃N, CuI / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 20 h / Ambient temperature

6: 1.) NaN(TMS)2 / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C to room temperature, 5 h

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

With sodium hydroxide; copper(l) iodide; methanesulfonic acid; tert.-butyl lithium; sodium hexamethyldisilazane; potassium carbonate; diethylamine; triethylamine; zinc(II) chloride; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol;
DOI:10.1016/S0968-0896(99)00055-3