8-chloro-3-(2-fluorophenyl)-5,6-dihydrofuro[3,2-f][1,2]benzoxazole-6-carboxylic acid

Base Information

Chemical Name:8-chloro-3-(2-fluorophenyl)-5,6-dihydrofuro[3,2-f][1,2]benzoxazole-6-carboxylic acid
CAS No.:90247-08-8
Molecular Formula:C16H9ClFNO4
Molecular Weight:333.6984
Hs Code.:

Synonyms:8-Chloro-3-(o-fluorophenyl)-5,6-dihydrofuro-[3,2-f]1,2-benzisoxazole-6-carboxylic acid;8-Chloro-3-(2-fluorophenyl)-5,6-dihydrofuro(3,2-f)-1,2-benzisoxazole-6-carboxylate;8-chloro-3-(2-fluorophenyl)-5,6-dihydrofuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid;

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Chemical Property of 8-chloro-3-(2-fluorophenyl)-5,6-dihydrofuro[3,2-f][1,2]benzoxazole-6-carboxylic acid

Chemical Property:

Vapor Pressure:7.42E-14mmHg at 25°C
Boiling Point:570.5°Cat760mmHg
Flash Point:298.8°C
PSA：72.56000
Density:1.563g/cm³
LogP:3.67540

Purity/Quality:

Safty Information:

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Hazard Codes:

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Technology Process of 8-chloro-3-(2-fluorophenyl)-5,6-dihydrofuro[3,2-f][1,2]benzoxazole-6-carboxylic acid

There total 12 articles about 8-chloro-3-(2-fluorophenyl)-5,6-dihydrofuro[3,2-f][1,2]benzoxazole-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: 92.0%

: 90246-98-3
ethyl 8-chloro-5,6-dihydro-3-(o-fluorophenyl)furo[3,2-f]-1,2-benzisoxazole-6-carboxylate

: 90247-08-8
8-chloro-3-(2-fluorophenyl)-5,6-dihydrofuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid

Guidance literature:: With potassium hydroxide; In methanol; for 1h;
DOI:10.1021/jm00374a014

Reference yield:

: 7051-15-2
2-chlororesorcinol dimethyl ether

: 90247-08-8
8-chloro-3-(2-fluorophenyl)-5,6-dihydrofuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 79 percent / TiCl₄ / CH₂Cl₂ / 1 h / 0 °C

2: 74 percent / BBr₃ / CH₂Cl₂ / 1 h / 0 °C

3: 79.6 percent / K₂CO₃ / butan-2-one / 4.5 h / Heating

4: 82.9 percent / H₂, conc.H₂SO₄ / 20percent Pd/C / acetic acid / 2 h / 2280 Torr

5: LiCl, Me₂SO, H₂O / 2 h / Heating

6: H₂SO₄ / Ambient temperature

7: 69.2 percent / AlCl₃ / 1,2-dichloro-ethane / 3.75 h / 5 - 20 °C

8: 20 percent / NH₂OH*HCl, pyridine / 4 h / Heating

9: 58 percent / 1 h / 90 °C

10: NaH / dimethylformamide / 4 h / Ambient temperature

11: 92 percent / aq. KOH / methanol / 1 h

With pyridine; potassium hydroxide; aluminium trichloride; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; boron tribromide; titanium tetrachloride; sodium hydride; potassium carbonate; dimethyl sulfoxide; lithium chloride; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; butanone;
DOI:10.1021/jm00374a014

Reference yield:

: 72482-14-5
3-chloro-2,4-dimethoxybenzaldehyde

: 90247-08-8
8-chloro-3-(2-fluorophenyl)-5,6-dihydrofuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 74 percent / BBr₃ / CH₂Cl₂ / 1 h / 0 °C

2: 79.6 percent / K₂CO₃ / butan-2-one / 4.5 h / Heating

3: 82.9 percent / H₂, conc.H₂SO₄ / 20percent Pd/C / acetic acid / 2 h / 2280 Torr

4: LiCl, Me₂SO, H₂O / 2 h / Heating

5: H₂SO₄ / Ambient temperature

6: 69.2 percent / AlCl₃ / 1,2-dichloro-ethane / 3.75 h / 5 - 20 °C

7: 20 percent / NH₂OH*HCl, pyridine / 4 h / Heating

8: 58 percent / 1 h / 90 °C

9: NaH / dimethylformamide / 4 h / Ambient temperature

10: 92 percent / aq. KOH / methanol / 1 h

With pyridine; potassium hydroxide; aluminium trichloride; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; boron tribromide; sodium hydride; potassium carbonate; dimethyl sulfoxide; lithium chloride; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; butanone;
DOI:10.1021/jm00374a014