Benzene, 2-ethynyl-4-methyl-1-[(1S)-1-methyl-3-butenyl]-

Base Information

Chemical Name:Benzene, 2-ethynyl-4-methyl-1-[(1S)-1-methyl-3-butenyl]-
CAS No.:652994-24-6
Molecular Formula:C14H16
Molecular Weight:184.281
Hs Code.:

Synonyms:

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Chemical Property of Benzene, 2-ethynyl-4-methyl-1-[(1S)-1-methyl-3-butenyl]-

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Technology Process of Benzene, 2-ethynyl-4-methyl-1-[(1S)-1-methyl-3-butenyl]-

There total 6 articles about Benzene, 2-ethynyl-4-methyl-1-[(1S)-1-methyl-3-butenyl]- 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: 95.8%

: 853685-27-5
(S)-trimethyl((5-methyl-2-(pent-4-en-2-yl)phenyl)ethynyl)silane

: 652994-24-6
2-ethynyl-4-methyl-1-(1-methylbut-3-enyl)benzene

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol; at 22 ℃; for 8h;
DOI:10.1021/ja0305407

Reference yield:

: 71838-16-9
3-bromo-4-iodotoluene

: 652994-24-6
2-ethynyl-4-methyl-1-(1-methylbut-3-enyl)benzene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89.3 percent / 4 A molecular sieves; NaHCO₃; n-Bu₄NCl / Pd(OAc)2 / dimethylformamide / 4 h / 60 °C

2.1: 93.7 percent / (CuOTf)2*C₆H₆; chiral phosphine catalyst / toluene / 48 h / -15 °C

3.1: 96.3 percent / Pd(PPh₃)4; BHT / toluene / 12 h / 80 °C

4.1: LiTMP / tetrahydrofuran / 0.17 h / -78 °C

4.2: MeLi / tetrahydrofuran; diethyl ether / 3 h / 4 °C

4.3: 762 mg / tetrahydrofuran; diethyl ether / 14 h / -78 - 4 °C

5.1: 82.3 percent / Pd(PPh₃)4; BHT; LiCl / Bu₃SnH / tetrahydrofuran / 0.5 h / 60 °C

6.1: 95.8 percent / aq. K₂CO₃ / tetrahydrofuran; methanol / 8 h / 22 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) trifluoromethanesulfonate benzene; 2,6-di-tert-butyl-4-methyl-phenol; 4 A molecular sieve; chiral phosphine catalyst; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium carbonate; lithium chloride; palladium diacetate; tri-n-butyl-tin hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 1.1: Heck coupling / 3.1: Stille coupling;
DOI:10.1021/ja0305407

Reference yield:

: 652994-21-3
(S)-4-(2-bromo-4-methylphenyl)pentan-2-one

: 652994-24-6
2-ethynyl-4-methyl-1-(1-methylbut-3-enyl)benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 96.3 percent / Pd(PPh₃)4; BHT / toluene / 12 h / 80 °C

2.1: LiTMP / tetrahydrofuran / 0.17 h / -78 °C

2.2: MeLi / tetrahydrofuran; diethyl ether / 3 h / 4 °C

2.3: 762 mg / tetrahydrofuran; diethyl ether / 14 h / -78 - 4 °C

3.1: 82.3 percent / Pd(PPh₃)4; BHT; LiCl / Bu₃SnH / tetrahydrofuran / 0.5 h / 60 °C

4.1: 95.8 percent / aq. K₂CO₃ / tetrahydrofuran; methanol / 8 h / 22 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; 2,2,6,6-tetramethylpiperidinyl-lithium; potassium carbonate; lithium chloride; tri-n-butyl-tin hydride; In tetrahydrofuran; methanol; toluene; 1.1: Stille coupling;
DOI:10.1021/ja0305407