tert-butyl 3-(3-methylbut-2-en-1-yl)benzoate

Base Information

• Chemical Name: tert-butyl 3-(3-methylbut-2-en-1-yl)benzoate
• CAS No.: 1447730-57-5
• Molecular Formula: C₁₆H₂₂O₂
• Molecular Weight: 246.349
• Mol file: 1447730-57-5.mol

Synonyms:tert-butyl 3-(3-methylbut-2-en-1-yl)benzoate

Chemical Property of tert-butyl 3-(3-methylbut-2-en-1-yl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of tert-butyl 3-(3-methylbut-2-en-1-yl)benzoate

There total 3 articles about tert-butyl 3-(3-methylbut-2-en-1-yl)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: 95.0%

tert-butyl 3-bromobenzoate (69038-74-0) + (3-methylbut-2-en-1-yl)zinc(II) bromide lithium chloride → tert-butyl 3-(3-methylbut-2-en-1-yl)benzoate (1447730-57-5)

Guidance literature:

With 2′-(dicyclohexylphophanyl)-N₂,N₂,N₆,N₆-tetramethyl[1,1′-biphenyl]-2,6-diamine; [(2-dicyclohexylphosphino-2’,6’-bis(N,N-dimethylamino)-1,1‘-biphenyl)-2-(2’-amino-1,1’-biphenyl)]palladium(II) methanesulfonate; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201308585

Reference yield: 61.0%

tert-butyl 3-bromobenzoate (69038-74-0) + 4,4,5,5-tetramethyl-2-(3-methylbut-2-enyl)-1,3,2-dioxaborolane (141550-13-2) → tert-butyl 3-(3-methylbut-2-en-1-yl)benzoate (1447730-57-5)

Guidance literature:

With potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); t-BuXPhos; In water; acetonitrile; at 70 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja405950c

Reference yield:

3,3-dimethyl-allyl chloride (503-60-6) → tert-butyl 3-(3-methylbut-2-en-1-yl)benzoate (1447730-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium dichloride; potassium acetate / tetrahydrofuran / 12 h / 60 °C / Inert atmosphere

2: potassium phosphate; t-BuXPhos; bis(η3-allyl-μ-chloropalladium(II)) / acetonitrile; water / 12 h / 70 °C / Inert atmosphere

With potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); t-BuXPhos; potassium acetate; palladium dichloride; In tetrahydrofuran; water; acetonitrile; 2: |Suzuki-Miyaura Coupling;

DOI:10.1021/ja405950c

upstream raw materials:

tert-butyl 3-bromobenzoate

4,4,5,5-tetramethyl-2-(3-methylbut-2-enyl)-1,3,2-dioxaborolane

3,3-dimethyl-allyl chloride