Furan-2-carboxylic acid (2-hydroxy-5-methyl-3-trimethylsilanyl-phenyl)-methyl-amide

Base Information

Chemical Name:Furan-2-carboxylic acid (2-hydroxy-5-methyl-3-trimethylsilanyl-phenyl)-methyl-amide
CAS No.:156498-38-3
Molecular Formula:C₁₆H₂₁NO₃Si
Molecular Weight:303.433
Hs Code.:

Synonyms:Furan-2-carboxylic acid (2-hydroxy-5-methyl-3-trimethylsilanyl-phenyl)-methyl-amide

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Chemical Property of Furan-2-carboxylic acid (2-hydroxy-5-methyl-3-trimethylsilanyl-phenyl)-methyl-amide

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Technology Process of Furan-2-carboxylic acid (2-hydroxy-5-methyl-3-trimethylsilanyl-phenyl)-methyl-amide

There total 8 articles about Furan-2-carboxylic acid (2-hydroxy-5-methyl-3-trimethylsilanyl-phenyl)-methyl-amide 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: 90.0%

: Furan-2-carboxylic acid (3-bromo-5-methyl-2-trimethylsilanyloxy-phenyl)-methyl-amide

: 156498-38-3
Furan-2-carboxylic acid (2-hydroxy-5-methyl-3-trimethylsilanyl-phenyl)-methyl-amide

Guidance literature:: With tert.-butyl lithium; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)73104-2

Reference yield:

: 2432-14-6
3,5-dibromo-4-hydroxytoluene

: 156498-38-3
Furan-2-carboxylic acid (2-hydroxy-5-methyl-3-trimethylsilanyl-phenyl)-methyl-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / NaNO₂ / acetic acid

2: 60 percent / NaOH / methanol / Heating

3: 82 percent / Na₂S, NaHCO₃ / methanol; H₂O / 0.67 h

4: 72 percent / Et₃N / 0 deg C to RT

5: 87 percent / NaH / tetrahydrofuran

6: 92 percent / BCl₃ / CH₂Cl₂ / -10 °C

7: 100 percent / NaH / tetrahydrofuran

8: 90 percent / t-BuLi / 0.5 h / -78 °C

With sodium sulfide; sodium hydroxide; tert.-butyl lithium; boron trichloride; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid;
DOI:10.1016/S0040-4039(00)73104-2

Reference yield:

: 20039-91-2
2-bromo-4-methyl-6-nitrophenol

: 156498-38-3
Furan-2-carboxylic acid (2-hydroxy-5-methyl-3-trimethylsilanyl-phenyl)-methyl-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 60 percent / NaOH / methanol / Heating

2: 82 percent / Na₂S, NaHCO₃ / methanol; H₂O / 0.67 h

3: 72 percent / Et₃N / 0 deg C to RT

4: 87 percent / NaH / tetrahydrofuran

5: 92 percent / BCl₃ / CH₂Cl₂ / -10 °C

6: 100 percent / NaH / tetrahydrofuran

7: 90 percent / t-BuLi / 0.5 h / -78 °C

With sodium sulfide; sodium hydroxide; tert.-butyl lithium; boron trichloride; sodium hydride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0040-4039(00)73104-2