4-PyridineMethanol, 3,5-dichloro-α-Methyl-
- Product Name
- 4-PyridineMethanol, 3,5-dichloro-α-Methyl-
- CAS No.
- 1254473-66-9
- Chemical Name
- 4-PyridineMethanol, 3,5-dichloro-α-Methyl-
- Synonyms
- 3,5-dichloro-α-Methyl-;1-(3,5-Dichloro-4-pyridyl)ethanol;1-(3,5-Dichloro-4-pyridinyl)ethanol;1-(3,5-dichloropyridin-4-yl)ethan-1-ol;4-PyridineMethanol, 3,5-dichloro-α-Methyl-
- CBNumber
- CB92667600
- Molecular Formula
- C7H7Cl2NO
- Formula Weight
- 192.04
- MOL File
- 1254473-66-9.mol
4-PyridineMethanol, 3,5-dichloro-α-Methyl- Property
- Boiling point:
- 276.1±35.0 °C(Predicted)
- Density
- 1.395±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Store in freezer, under -20°C
- pka
- 12.16±0.20(Predicted)
- Appearance
- White to light yellow Solid
- optical activity
- 11.6°(C=0.34 g/100ml MEOH)
Safety
- HS Code
- 2933399990
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
- CS-M2092
- Product name
- 4-Pyridinemethanol,3,5-dichloro-α-methyl-
- Packaging
- 250mg
- Price
- $59
- Updated
- 2021/12/16
- Product number
- CS-M2092
- Product name
- 4-Pyridinemethanol,3,5-dichloro-α-methyl-
- Packaging
- 1g
- Price
- $147
- Updated
- 2021/12/16
- Product number
- OR370074
- Product name
- 1-(3,5-Dichloropyridin-4-yl)ethanol
- Purity
- >98%
- Packaging
- 100mg
- Price
- $478
- Updated
- 2021/12/16
- Product number
- 5307AQ
- Product name
- 1-(3,5-dichloropyridin-4-yl)ethanol
- Packaging
- 1g
- Price
- $716
- Updated
- 2021/12/16
- Product number
- OR370074
- Product name
- 1-(3,5-Dichloropyridin-4-yl)ethanol
- Purity
- >98%
- Packaging
- 1g
- Price
- $1783
- Updated
- 2021/12/16
4-PyridineMethanol, 3,5-dichloro-α-Methyl- Chemical Properties,Usage,Production
Synthesis
2457-47-8
75-07-0
1254473-66-9
Tetrahydrofuran (THF, 3L) and diisopropylamine (DIPA, 315mL, 2.24mol) were added to a three-necked 12L round-bottomed flask and the mixture was cooled to -78°C. Slowly n-butyllithium (1.6 M in hexane, 1400 mL, 2.24 mol) was added. After the addition, a THF solution of 3,5-dichloropyridine (296.7 g, 2.00 mol) was slowly added at -78 °C. The reaction mixture immediately changed to a yellow solution, followed by the formation of a rust-colored suspension. After the addition was complete and the temperature stabilized at -78 °C, a THF (600 mL) solution of acetaldehyde (230 mL, 4.05 mol) was slowly added. The reaction continued to be stirred at -78 °C for 3 hours. Subsequently, the dry ice bath was removed and the reaction was quenched by dropwise addition of saturated aqueous ammonium chloride solution (1 L). The reaction mixture was allowed to warm slowly to room temperature (RT) with stirring and stirred overnight. The reaction mixture was diluted with methyl tert-butyl ether (MTBE, 2L), saturated aqueous ammonium chloride solution (1L) and water (2L). The organic layer was separated and washed with saturated aqueous sodium chloride solution (brine). The aqueous phase was back-extracted with MTBE (1.5 L). All organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated in vacuum. Purification of the residue by silica gel column chromatography [eluent: 25% ethyl acetate (EA) in hexane solution] afforded 1-(3,5-dichloropyridin-4-yl)ethanol as a red oil. Yield: 352 g (90% yield). Mass spectrum (electrospray ionization, ES) m/z 192 [M + 1]+.
References
[1] Patent: WO2010/129509, 2010, A1. Location in patent: Page/Page column 3-4
[2] Patent: US2012/83511, 2012, A1. Location in patent: Page/Page column 1-2
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 14, p. 6690 - 6708
[4] Patent: EP3333157, 2018, A1. Location in patent: Paragraph 0066; 0076; 0077
[5] Patent: CN103819396, 2016, B. Location in patent: Paragraph 0020-0022
4-PyridineMethanol, 3,5-dichloro-α-Methyl- Preparation Products And Raw materials
Raw materials
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