3-(o-fluorophenyl)-5,6-dihydro-8-methylfuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid

Base Information

• Chemical Name: 3-(o-fluorophenyl)-5,6-dihydro-8-methylfuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid
• CAS No.: 90247-10-2
• Molecular Formula: C₁₇H₁₂FNO₄
• Molecular Weight: 313.285
• Mol file: 90247-10-2.mol

Synonyms:3-(o-fluorophenyl)-5,6-dihydro-8-methylfuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid

Chemical Property of 3-(o-fluorophenyl)-5,6-dihydro-8-methylfuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(o-fluorophenyl)-5,6-dihydro-8-methylfuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid

There total 12 articles about 3-(o-fluorophenyl)-5,6-dihydro-8-methylfuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid 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: 89.0%

ethyl 5,6-dihydro-3-(o-fluorophenyl)-8-methylfuro<3,2-f>-1,2-benzisoxazole-6-carboxylate (90247-00-0) → 3-(o-fluorophenyl)-5,6-dihydro-8-methylfuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid (90247-10-2)

Guidance literature:

With potassium hydroxide; In methanol; for 1h;

DOI:10.1021/jm00374a014

Reference yield:

6-methoxy-7-methylbenzofuran-2-carboxylic acid (55364-64-2) → 3-(o-fluorophenyl)-5,6-dihydro-8-methylfuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid (90247-10-2)

Guidance literature:

Multi-step reaction with 8 steps

1: aq. NaOH, 5percent sodium amalgam / 5 h

2: 50 percent / H₂SO₄ / Ambient temperature

3: 68 percent / AlCl₃ / 1,2-dichloro-ethane / 0.17 h / 0 - 5 °C

4: 93 percent / BBr₃ / CH₂Cl₂ / 0.25 h

5: 21 percent / NH₂OH*HCl, pyridine / 4 h / Heating

6: 1 h / 90 °C

7: NaH / dimethylformamide / 4 h / Ambient temperature

8: 89 percent / aq. KOH / methanol / 1 h

With pyridine; potassium hydroxide; sodium hydroxide; sodium amalgam; aluminium trichloride; sulfuric acid; hydroxylamine hydrochloride; boron tribromide; sodium hydride; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00374a014

Reference yield:

2,4-dimethoxy-3-methylbenzaldehyde (7149-92-0) → 3-(o-fluorophenyl)-5,6-dihydro-8-methylfuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid (90247-10-2)

Guidance literature:

Multi-step reaction with 11 steps

1: 75 percent / BBr₃ / CH₂Cl₂ / 1 h / 0 °C

2: K₂CO₃ / butan-2-one / 4 h / Heating

3: ethanolic KOH

4: aq. NaOH, 5percent sodium amalgam / 5 h

5: 50 percent / H₂SO₄ / Ambient temperature

6: 68 percent / AlCl₃ / 1,2-dichloro-ethane / 0.17 h / 0 - 5 °C

7: 93 percent / BBr₃ / CH₂Cl₂ / 0.25 h

8: 21 percent / NH₂OH*HCl, pyridine / 4 h / Heating

9: 1 h / 90 °C

10: NaH / dimethylformamide / 4 h / Ambient temperature

11: 89 percent / aq. KOH / methanol / 1 h

With pyridine; potassium hydroxide; sodium hydroxide; sodium amalgam; aluminium trichloride; sulfuric acid; hydroxylamine hydrochloride; boron tribromide; sodium hydride; potassium carbonate; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; butanone;

DOI:10.1021/jm00374a014

upstream raw materials:

ethyl 5,6-dihydro-3-(o-fluorophenyl)-8-methylfuro<3,2-f>-1,2-benzisoxazole-6-carboxylate

6-methoxy-7-methylbenzofuran-2-carboxylic acid

2-hydroxy-4-methoxy-3-methylbenzaldehyde

2,4-dimethoxy-3-methylbenzaldehyde