2H-Pyran-4-carboxylicacid,tetrahydro-4-methyl-,methylester(9CI)
- Product Name
- 2H-Pyran-4-carboxylicacid,tetrahydro-4-methyl-,methylester(9CI)
- CAS No.
- 443912-70-7
- Chemical Name
- 2H-Pyran-4-carboxylicacid,tetrahydro-4-methyl-,methylester(9CI)
- Synonyms
- Methyl 4-Methyltetrahydro...;Methyl 4-Methyloxane-4-carboxylate;Methyl 4-Methyltetrahydropyran-4-carboxylate;4-methyl-4-oxanecarboxylic acid methyl ester;Methyl 4-Methyltetrahydro-2H-pyran-4-carboxylate;methyl tetrahydro-4-methyl-2H-pyran-4-carboxylate;4-Methyltetrahydropyran-4-carboxylic acid methyl ester;Tetrahydro-4-methyl-2H-pyran-4-carboxylic acid methyl ester;2H-Pyran-4-carboxylic acid, tetrahydro-4-methyl-, methyl ester;2H-Pyran-4-carboxylicacid, tetrahydro-4-methyl-, methyl este...
- CBNumber
- CB51271268
- Molecular Formula
- C8H14O3
- Formula Weight
- 158.2
- MOL File
- 443912-70-7.mol
2H-Pyran-4-carboxylicacid,tetrahydro-4-methyl-,methylester(9CI) Property
- Boiling point:
- 195℃
- Density
- 1.030
- Flash point:
- 72℃
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- Colorless to light yellow Liquid
Safety
- HS Code
- 2932990090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- M219565
- Product name
- Methyl4-Methyltetrahydro-2H-pyran-4-carboxylate
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 2H23-1-48
- Product name
- Methyl4-methyltetrahydro-2H-pyran-4-carboxylate
- Packaging
- 1g
- Price
- $125
- Updated
- 2021/12/16
- Product number
- 6112AB
- Product name
- Methyl4-methyltetrahydro-2H-pyran-4-carboxylate
- Packaging
- 1g
- Price
- $151
- Updated
- 2021/12/16
- Product number
- OR926394
- Product name
- Methyl4-methyltetrahydro-2H-pyran-4-carboxylate
- Purity
- 98%
- Packaging
- 1g
- Price
- $170
- Updated
- 2021/12/16
- Product number
- 113084
- Product name
- Methyl 4-methyltetrahydro-2H-pyran-4-carboxylate
- Packaging
- 1g
- Price
- $356
- Updated
- 2021/12/16
2H-Pyran-4-carboxylicacid,tetrahydro-4-methyl-,methylester(9CI) Chemical Properties,Usage,Production
Synthesis
110238-91-0
74-88-4
443912-70-7
At -78 °C, 22.1 mL of n-butyllithium (35.4 mmol, 1.6 M hexane solution) was slowly added dropwise to a solution of 4.91 mL (35.0 mmol) of diisopropylamine in 45 mL of tetrahydrofuran, and the mixture was stirred at -78 °C for 10 minutes, followed by 25 minutes at 0 °C. Then, 5.00 g (34.7 mmol) of methyl tetrahydro-2H-pyran-4-carboxylate in a solution in 45 mL of tetrahydrofuran was added at -78 °C and the mixture continued to be stirred at -78 °C for 15 minutes. Next, 2.16 mL (34.7 mmol) of iodomethane was added dropwise at -78 °C and the reaction mixture was slowly warmed to -25 °C and stirred overnight at room temperature. Upon completion of the reaction, the reaction was terminated by the addition of 80 mL of 0.1 N hydrochloric acid and the organic and aqueous phases were separated. The aqueous phase was extracted twice with ethyl acetate, the organic phases were combined, dried with magnesium sulfate, filtered and concentrated under reduced pressure. The resulting suspension was ground with 20 mL of methyl tert-butyl ether, the precipitate was extracted, and the mother liquor was concentrated under reduced pressure to obtain methyl 4-methyl-tetrahydro-2H-pyran-4-carboxylate. Yield: 5.88 g (purity 95%, quantitative yield).1H NMR (400 MHz, DMSO-d6) δ (ppm): 3.70-3.64 (m, 2H), 3.64 (s, 3H), 3.37-3.30 (m, 2H), 1.94-1.88 (m, 2H), 1.45-1.37 (m, 2H), 1.16 (s 3H).
References
[1] Patent: US2016/52884, 2016, A1. Location in patent: Paragraph 1748-1750
[2] Patent: KR2015/137095, 2015, A. Location in patent: Paragraph 2557-2560
[3] Patent: US2018/148451, 2018, A1. Location in patent: Paragraph 0141; 0142; 0143
[4] Journal of Medicinal Chemistry, 2002, vol. 45, # 14, p. 2994 - 3008
[5] Patent: WO2005/58881, 2005, A1. Location in patent: Page/Page column 29-30
2H-Pyran-4-carboxylicacid,tetrahydro-4-methyl-,methylester(9CI) Preparation Products And Raw materials
Raw materials
Preparation Products
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