5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester

Base Information

• Chemical Name: 5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester
• CAS No.: 136741-89-4
• Molecular Formula: C₁₈H₁₂ClF₂NO₄
• Molecular Weight: 379.747
• Mol file: 136741-89-4.mol

Synonyms:5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester

Chemical Property of 5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester

There total 7 articles about 5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester 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: 72.0%

(ethoxycarbonylmethyl)dimethylsulfonium bromide (5187-82-6) + 5-Chloro-3-(2,4-difluoro-phenyl)-7-dimethylaminomethyl-benzo[d]isoxazol-6-ol (136741-83-8) → 5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester (136741-89-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 24h; Ambient temperature;

DOI:10.1248/cpb.39.1760

Reference yield:

1-chloro-2,4-dimethoxybenzene (7051-13-0) → 5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester (136741-89-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / AlCl₃ / 1,2-dichloro-ethane / 1) 0-5 deg C -> r.t., 2 h 2) reflux, 1h

2: NH₂OH*HCl, pyridine / 4 h / Heating

3: Ac₂O, AcONa / dimethylformamide / 3.5 h / Heating

4: 100 percent / pyridine hydrochloride / 7 h / 180 - 190 °C

5: 52 percent / H₂O / Ambient temperature; 3h + overnight

6: 72 percent / K₂CO₃ / dimethylformamide / 24 h / Ambient temperature

With pyridine; aluminium trichloride; hydroxylamine hydrochloride; sodium acetate; pyridine hydrochloride; acetic anhydride; potassium carbonate; In water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.1760

Reference yield:

(5-Chloro-2-hydroxy-4-methoxy-phenyl)-(2,4-difluoro-phenyl)-methanone (136741-46-3) → 5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester (136741-89-4)

Guidance literature:

Multi-step reaction with 5 steps

1: NH₂OH*HCl, pyridine / 4 h / Heating

2: Ac₂O, AcONa / dimethylformamide / 3.5 h / Heating

3: 100 percent / pyridine hydrochloride / 7 h / 180 - 190 °C

4: 52 percent / H₂O / Ambient temperature; 3h + overnight

5: 72 percent / K₂CO₃ / dimethylformamide / 24 h / Ambient temperature

With pyridine; hydroxylamine hydrochloride; sodium acetate; pyridine hydrochloride; acetic anhydride; potassium carbonate; In water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.1760

upstream raw materials:

(ethoxycarbonylmethyl)dimethylsulfonium bromide

5-Chloro-3-(2,4-difluoro-phenyl)-7-dimethylaminomethyl-benzo[d]isoxazol-6-ol

1-chloro-2,4-dimethoxybenzene

(5-Chloro-2-hydroxy-4-methoxy-phenyl)-(2,4-difluoro-phenyl)-methanone

Downstream raw materials:

5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid