allyl (1-{4-[2-(2-methoxyethoxy)ethoxy]benzoyl}-2-methyl-1H-indol-4-yl)acetate

Base Information

Chemical Name:allyl (1-{4-[2-(2-methoxyethoxy)ethoxy]benzoyl}-2-methyl-1H-indol-4-yl)acetate
CAS No.:756479-10-4
Molecular Formula:C₂₆H₂₉NO₆
Molecular Weight:451.519
Hs Code.:

Synonyms:allyl (1-{4-[2-(2-methoxyethoxy)ethoxy]benzoyl}-2-methyl-1H-indol-4-yl)acetate

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Chemical Property of allyl (1-{4-[2-(2-methoxyethoxy)ethoxy]benzoyl}-2-methyl-1H-indol-4-yl)acetate

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Technology Process of allyl (1-{4-[2-(2-methoxyethoxy)ethoxy]benzoyl}-2-methyl-1H-indol-4-yl)acetate

There total 4 articles about allyl (1-{4-[2-(2-methoxyethoxy)ethoxy]benzoyl}-2-methyl-1H-indol-4-yl)acetate 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: 97.0%

: 756478-91-8
4-[2-(2-Methoxy-ethoxy)-ethoxy]-benzoyl chloride

: 359586-01-9
allyl (2-methyl-1H-indol-4-yl)acetate

: 756479-10-4
allyl (1-{4-[2-(2-methoxyethoxy)ethoxy]benzoyl}-2-methyl-1H-indol-4-yl)acetate

Guidance literature:: With sodium hydroxide; tetrabutyl-ammonium chloride; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/j.bmc.2004.06.024

Reference yield:

: 35320-67-3
4-hydroxy-2-methyl-1H-indole

: 756479-10-4
allyl (1-{4-[2-(2-methoxyethoxy)ethoxy]benzoyl}-2-methyl-1H-indol-4-yl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

2.1: DMAP / acetonitrile / 1 h / 20 °C

3.1: 100 percent / CuI; triethylamine; TBAI / Pd(PPh₃)2Cl₂ / dimethylformamide / 7 h / 70 °C

4.1: borane-tetrahydrofuran complex; cyclohexene / tetrahydrofuran / 3 h / 20 °C

4.2: NaOH; hydrogen peroxide / tetrahydrofuran; H₂O / 0 - 50 °C

4.3: 56 percent / NaOH / methanol; dioxane; H₂O / 14 h / 70 °C

5.1: 68 percent / K₂CO₃ / dimethylformamide / 1 h / 50 °C

6.1: 97 percent / NaOH; TBACl / CH₂Cl₂ / 0.5 h / 20 °C

With 2,6-dimethylpyridine; dmap; sodium hydroxide; copper(l) iodide; borane-THF; tetrabutyl-ammonium chloride; tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; cyclohexene; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2004.06.024

Reference yield:

: 359585-98-1
tert-butyl 2-methyl-4-[(trimethylsilyl)ethynyl]-1H-indole-1-carboxylate

: 756479-10-4
allyl (1-{4-[2-(2-methoxyethoxy)ethoxy]benzoyl}-2-methyl-1H-indol-4-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: borane-tetrahydrofuran complex; cyclohexene / tetrahydrofuran / 3 h / 20 °C

1.2: NaOH; hydrogen peroxide / tetrahydrofuran; H₂O / 0 - 50 °C

1.3: 56 percent / NaOH / methanol; dioxane; H₂O / 14 h / 70 °C

2.1: 68 percent / K₂CO₃ / dimethylformamide / 1 h / 50 °C

3.1: 97 percent / NaOH; TBACl / CH₂Cl₂ / 0.5 h / 20 °C

With sodium hydroxide; borane-THF; tetrabutyl-ammonium chloride; potassium carbonate; cyclohexene; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.06.024