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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
Molecular Weight:
210.2
MDL Number:
MFCD09701969
MOL File:
874649-82-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:00:55

methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate Properties

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

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2932.99.9090
REACH Registrations Active

methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical M2879 Methyl 6-Fluorochroman-2-carboxylate >98.0%(GC) 874649-82-8 1g $31 2026-04-30 Buy
TCI Chemical M2879 Methyl 6-Fluorochroman-2-carboxylate >98.0%(GC) 874649-82-8 5g $109 2026-04-30 Buy
TRC TRC-F591015-50MG rac-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic Acid Methyl Ester 874649-82-8 50mg $161 2026-06-03 Buy
TRC TRC-F591015-250MG rac-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic Acid Methyl Ester 874649-82-8 250mg $467 2026-06-03 Buy
TRC TRC-F591015-100MG rac-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic Acid Methyl Ester 874649-82-8 100mg $199 2026-06-03 Buy
Product number Packaging Price Buy
M2879 1g $31 Buy
M2879 5g $109 Buy
TRC-F591015-50MG 50mg $161 Buy
TRC-F591015-250MG 250mg $467 Buy
TRC-F591015-100MG 100mg $199 Buy

methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate Chemical Properties,Uses,Production

Uses

Intermediate in the preparation of hydroxylated Nebivolol metabolites.

Synthesis

6-Fluorochromone-2-carboxylic acid

99199-59-4

Methanesulfonic acid

75-75-2

methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate

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

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View Lastest Price from methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate manufacturers

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	methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate pictures 2020-01-13 methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate
874649-82-8
$6.68 1KG 97%-99% 1kg-1000kg Career Henan Chemical Co
methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate rac-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic Acid Methyl Ester methyl 6-fluorochroman-2-carboxylate Methyl 6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate TRC-CANADA Methyl 6-fluorochromane-2-carboxylate 2H-1- benzopyran-2 - carboxylic acid, 6 - fluoro -3,4 - dihydro - methyl 2H-1-Benzopyran-2-carboxylic acid, 6-fluoro-3,4-dihydro-, methyl ester 6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic Acid Methyl Ester 6-Fluorochroman-2-carboxylic Acid Methyl Ester Methyl 6-fluoro-3,4-dihydro-2H-benzopyran-2-carboxylate 6-Fluoro-3,4-dihydro-2H-benzopyran-2-carboxylic acid methyl ester 874649-82-8 Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals