diethyl 2-(4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzylidene)malonate

Base Information

• Chemical Name: diethyl 2-(4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzylidene)malonate
• CAS No.: 1365769-45-4
• Molecular Formula: C₂₆H₃₈O₆Si
• Molecular Weight: 474.67
• Mol file: 1365769-45-4.mol

Synonyms:diethyl 2-(4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzylidene)malonate

Chemical Property of diethyl 2-(4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzylidene)malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl 2-(4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzylidene)malonate

There total 2 articles about diethyl 2-(4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzylidene)malonate 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: 58.0%

4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzaldehyde (1365769-37-4) + diethyl malonate (105-53-3) → diethyl 2-(4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzylidene)malonate (1365769-45-4)

Guidance literature:

With piperidine; In acetonitrile; at 20 ℃; for 24h; Molecular sieve;

DOI:10.1021/ja3004045

Reference yield:

triisopropylsilyl chloride (13154-24-0) → diethyl 2-(4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzylidene)malonate (1365769-45-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C / Cooling with ice

2: piperidine / acetonitrile / 24 h / 20 °C / Molecular sieve

With piperidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1021/ja3004045

Reference yield:

diethyl 2-(4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzylidene)malonate (1365769-45-4) + Eu(C8H16(NCH2CO2)3NCH2CONHC2H4N3) (1365769-29-4) → Eu(C8H16(NCH2CO2)3NCH2CONHC2H4N3C2HCH2OC6H3(OSi(CH(CH3)2)3)CHC(CO2C2H5)2) (1365769-53-4)

Guidance literature:

With catalyst:CuSO₄, Na-ascorbate, NH₂C(C₂HN₃CH₂C₆H₅)3; In tetrahydrofuran; water; tert-butyl alcohol; CuSO4, Na-ascorbate, tris((1-benzyl-1H-1,2,3-triazol-4-yl)methylamine, H2O/C(CH3)3OH/THF 2:1:1;

DOI:10.1021/ja3004045

upstream raw materials:

4-(prop-2-ynyloxy)-2-(triisopropylsilyloxy)benzaldehyde

diethyl malonate

triisopropylsilyl chloride

Downstream raw materials:

Eu(C₈H₁₆(NCH₂CO₂)3NCH₂CONHC₂H₄N₃C₂HCH₂OC₆H₃(OSi(CH(CH₃)2)3)CHC(CO₂C₂H₅)2)

Tb(C₈H₁₆(NCH₂CO₂)3NCH₂CONHC₂H₄N₃C₂HCH₂OC₆H₃(OSi(CH(CH₃)2)3)CHC(CO₂C₂H₅)2)