ethyl 5-(benzyloxy)-4-fluoro-2-nitrobenzoate

Base Information

• Chemical Name: ethyl 5-(benzyloxy)-4-fluoro-2-nitrobenzoate
• CAS No.: 1251702-39-2
• Molecular Formula: C₁₆H₁₄FNO₅
• Molecular Weight: 319.289
• Mol file: 1251702-39-2.mol

Synonyms:ethyl 5-(benzyloxy)-4-fluoro-2-nitrobenzoate

Chemical Property of ethyl 5-(benzyloxy)-4-fluoro-2-nitrobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-(benzyloxy)-4-fluoro-2-nitrobenzoate

There total 1 articles about ethyl 5-(benzyloxy)-4-fluoro-2-nitrobenzoate 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:

4,5-difluoro-2-nitrobenzoic acid ethyl ester (1214387-06-0) + benzyl alcohol (100-51-6,185532-71-2) → ethyl 5-(benzyloxy)-4-fluoro-2-nitrobenzoate (1251702-39-2)

Guidance literature:

benzyl alcohol; In tetrahydrofuran; at 20 ℃; for 0.166667h;

4,5-difluoro-2-nitrobenzoic acid ethyl ester; With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

ethyl 5-(benzyloxy)-4-fluoro-2-nitrobenzoate (1251702-39-2) → ethyl 2-amino-5-(benzyloxy)-4-fluorobenzoate (1251702-40-5)

Guidance literature:

With iron; ammonium chloride; In tetrahydrofuran; water; isopropyl alcohol; at 90 ℃; for 6h;

Reference yield:

ethyl 5-(benzyloxy)-4-fluoro-2-nitrobenzoate (1251702-39-2) → 6-(2,2-difluoroethoxy)-3-(3,4-dimethoxybenzyl)-7-fluoro-1-(tetrahydro-2H-pyran-4-yl)quinazoline-2,4(1H,3H)-dione (1251702-26-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: ammonium chloride; iron / isopropyl alcohol; water; tetrahydrofuran / 6 h / 90 °C

2.1: sodium sulfate / acetic acid / 20 °C

2.2: 3 h / 20 °C

3.1: potassium hydroxide; water / isopropyl alcohol / 0.33 h / 130 °C / Microwave irradiation

4.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.25 h / 80 °C / Microwave irradiation

5.2: 1 h / 20 °C

6.1: ammonium formate / palladium 10% on activated carbon / ethanol / 0.08 h / 60 °C / Microwave irradiation

7.1: di-isopropyl azodicarboxylate; tributylphosphine / tetrahydrofuran / 20 °C

With tributylphosphine; di-isopropyl azodicarboxylate; water; ammonium formate; iron; ammonium chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sodium sulfate; N-ethyl-N,N-diisopropylamine; potassium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; water; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

4,5-difluoro-2-nitrobenzoic acid ethyl ester

benzyl alcohol

Downstream raw materials:

6-(2,2-difluoroethoxy)-3-(3,4-dimethoxybenzyl)-7-fluoro-1-(tetrahydro-2H-pyran-4-yl)quinazoline-2,4(1H,3H)-dione

ethyl 2-amino-5-(benzyloxy)-4-fluorobenzoate

ethyl 5-(benzyloxy)-4-fluoro-2-(tetrahydro-2H-pyran-4-ylamino)benzoate

5-(benzyloxy)-4-fluoro-2-(tetrahydro-2H-pyran-4-ylamino)benzoic acid

Refernces