methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate
- Product Name
- methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate
- CAS No.
- 874649-82-8
- Chemical Name
- methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate
- Synonyms
- TRC-CANADA;methyl 6-fluorochroman-2-carboxylate;Methyl 6-fluorochromane-2-carboxylate;6-Fluorochroman-2-carboxylic Acid Methyl Ester;methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate;Methyl 6-fluoro-3,4-dihydro-2H-benzopyran-2-carboxylate;Methyl 6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate;6-Fluoro-3,4-dihydro-2H-benzopyran-2-carboxylic acid methyl ester;6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic Acid Methyl Ester;2H-1-Benzopyran-2-carboxylic acid, 6-fluoro-3,4-dihydro-, methyl ester
- CBNumber
- CB0970941
- Molecular Formula
- C11H11FO3
- Formula Weight
- 210.2
- MOL File
- 874649-82-8.mol
methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate Property
- Melting point:
- 48 °C
- Boiling point:
- 286.8±40.0 °C(Predicted)
- Density
- 1.242±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Dichloromethane, Methanol
- form
- powder to crystal
- color
- White to Light yellow
- InChI
- InChI=1S/C11H11FO3/c1-14-11(13)10-4-2-7-6-8(12)3-5-9(7)15-10/h3,5-6,10H,2,4H2,1H3
- InChIKey
- QAYAXMIKHJVIJM-UHFFFAOYSA-N
- SMILES
- C1(C(OC)=O)OC2=CC=C(F)C=C2CC1
- CAS DataBase Reference
- 874649-82-8
Safety
- HS Code
- 2932.99.9090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M2879
- Product name
- Methyl 6-Fluorochroman-2-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $35
- Updated
- 2025/07/31
- Product number
- M2879
- Product name
- Methyl 6-Fluorochroman-2-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $122
- Updated
- 2025/07/31
- Product number
- F591015
- Product name
- rac-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicAcidMethylEster
- Packaging
- 100mg
- Price
- $145
- Updated
- 2021/12/16
- Product number
- 288805
- Product name
- rac-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid methyl ester
- Packaging
- 50mg
- Price
- $446
- Updated
- 2021/12/16
- Product number
- 3857AC
- Product name
- Methyl 6-Fluorochroman-2-carboxylate
- Packaging
- 100g
- Price
- $455
- Updated
- 2021/12/16
methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate Chemical Properties,Usage,Production
Uses
Intermediate in the preparation of hydroxylated Nebivolol metabolites.
Synthesis
99199-59-4
75-75-2
874649-82-8
Example 2 Synthesis of methyl 6-fluoro-1-benzopyran-2-carboxylate: 20 g of 6-fluoro-4-oxo-4H-1-benzopyran-2-carboxylic acid (96 mmol) was mixed with 2 g of methanesulfonic acid (20 mmol) and 2 g of 5% Pd/C catalyst (Escat 112 type, Engelhard) in THF at 45-55°C under 4 bar of hydrogen pressure The hydrogenation reaction was carried out until the consumption of hydrogen stopped. The reaction progress was monitored by TLC. Upon completion of the reaction, the catalyst was removed by filtration and the reaction mixture was concentrated under reduced pressure to 40 ml. Subsequently, 100 ml of methanol was added and the mixture was stirred at 20-25 °C until the TLC assay showed less than 1% of 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylic acid. Next, the solution was concentrated under reduced pressure, the residue was dissolved in 60 ml of THF and concentrated again under reduced pressure and the water was removed by azeotropic distillation. Finally 20 g of methyl 6-fluorochroman-2-carboxylate was obtained (yield: 100%). δH (400 MHz; CDCl3) 6.89-6.79 (2H, m, Ar), 6.77-6.76-6.72 (1H, m, Ar), 4.73-4.69 (1H, m), 3.79 (3H, s), 2.87-2.69 (2H, m) , 2.31-2.12 (2H, m).
References
[1] Patent: US2011/237808, 2011, A1. Location in patent: Page/Page column 5
methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate Preparation Products And Raw materials
Raw materials
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View Lastest Price from methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate manufacturers
- Product
- methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate 874649-82-8
- Price
- US $6.68/KG
- Min. Order
- 1KG
- Purity
- 97%-99%
- Supply Ability
- 1kg-1000kg
- Release date
- 2020-01-10