| Identification | More | [Name]
(3S,4R)-4-(4-Fluorophenyl)-3-hydroxymethyl-1-methylpiperidine | [CAS]
105812-81-5 | [Synonyms]
(3S)-4-(4'-FLUOROPHENYL)-3-HYDROXYMETHYL-1-METHYLPIPERIDINE
(3S,4R)-4-(4'-FLUOROPHENYL)-3-HYDROXYMETHYL-1-METHYLPIPERIDINE
(3S,4R)-4-(4-FLUOROPHENYL)-3-HYDROXYMETHYL-1-METHYLPIPERIDINE
(4R,3S)-4-(4-FLUOROPHENYL)-3-HYDROXY METHYL-N-METHYL PIPERIDINE
(-)-TRANS-4-(4-FLUOROPHENYL)-3-HYDROXYMETHYL-1-METHYLPIPERIDINE
TRANS-(-)-4-FLUOROPHENYL-1-METHYL-3-PIPERIDINE METHANOL
(-)-TRANS-4R-(4-FLUOROPHENYL)-3S-HYDROXYMETHYL-1-METHYLPIPERIDINE
Trans-(-)-4-(4-Fluorophenyl)-1-Methyl-3-Piperidine Methanol
PAROXOL
4, (-)trans-4R-(4-fluorophenyl)-3S-hydroxymethyl-1-methylpiperidine
3-Piperidinemethanol,4-(4-fluorophenyl)-1-methyl-,(3S,4R)-
(4S,3S)-4-(4-Fluorophenyl)-1-methyl-3-piperidinemethanol
(3S,4R)-4-(4-Fluorophenyl)-3-h
(2S)-1-(4-FLUOROPHENYL)-4-METHYLPIPERAZIN-2-YL]METHANOL
(-)-Trans-4R-(4-Fluorophenyl)-3S-hydroxymethyl-N-methylpiperidine
(3S,4R)-4-(4-Fluorophenyl)-1-methyl-3-piperidinemethanol, 98% | [EINECS(EC#)]
406-030-4 | [Molecular Formula]
C13H18FNO | [MDL Number]
MFCD06658161 | [Molecular Weight]
223.29 | [MOL File]
105812-81-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
97-101 °C | [alpha ]
-38 º (c=1, MeOH) | [Boiling point ]
300.3±42.0 °C(Predicted) | [density ]
1.092±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
14.93±0.10(Predicted) | [color ]
White to Almost white | [Optical Rotation]
Consistent with structure | [Usage]
An intermediate in the synthesis of Paroxetine, a selective serotonin reuptake inhibitor. | [InChI]
InChI=1S/C13H18FNO/c1-15-7-6-13(11(8-15)9-16)10-2-4-12(14)5-3-10/h2-5,11,13,16H,6-9H2,1H3/t11-,13-/m0/s1 | [InChIKey]
CXRHUYYZISIIMT-AAEUAGOBSA-N | [SMILES]
N1(C)CC[C@@H](C2=CC=C(F)C=C2)[C@H](CO)C1 | [CAS DataBase Reference]
105812-81-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
N-Xn,N,Xn | [Risk Statements ]
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R41:Risk of serious damage to eyes.
R22:Harmful if swallowed. | [Safety Statements ]
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S39:Wear eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust .
S37/39:Wear suitable gloves and eye/face protection .
S24:Avoid contact with skin . | [RIDADR ]
UN3077 | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29333999 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
An intermediate in the synthesis of Paroxetine (P205750), a selective serotonin reuptake inhibitor. | [Uses]
An intermediate in the synthesis of Paroxetine, a selective serotonin reuptake inhibitor. | [Synthesis]
The general procedure for the synthesis of (3S,4R)-4-(4-fluorophenyl)-3-hydroxymethyl-1-methylpiperidine from the compound (CAS:335158-58-2) is as follows: in a 500 mL round-bottomed flask equipped with a stirrer, a condenser and a thermometer, 31.4 g of trans-N-methyl-4'-fluorophenyl-3-methoxypiperidine and 100 mL of tetrahydrofuran were added . Subsequently, 3.31 g of lithium aluminum hydride was slowly added to the reaction system while the reaction temperature was controlled to be maintained at 10 °C. After the addition was completed, the reaction mixture was continued to be stirred until the reaction was completed. After the reaction was completed, 50 mL of distilled water and 30 mL of 10% aqueous sodium hydroxide solution were slowly added and stirring was continued for 30 minutes. Next, 200 mL of ethyl acetate was added to the reaction mixture and stirred for another 30 minutes. The organic and aqueous phases were separated and the solvent and low-boiling organic material were removed by distillation. The residue was recrystallized by a mixture of toluene and n-heptane to afford the target product trans-N-methyl-4'-fluorophenyl-3-hydroxymethylpiperidine (yield: 78.4%, purity: 99.3%). The Rf value of the product was 0.3 (unfolding agent: dichloromethane/methanol, 4:1).1H NMR (CDCl3, 200 MHz) data were as follows: δ 7.18 (t, 2H, J = 8.7 Hz); 6.98 (t, 2H, J = 8.7 Hz); 3.39 (dd, 1H, J = 10.6 Hz, J = 2.8 Hz); 3.25-3.14 ( m, 2H); 2.93 (d, 1H, J = 10.8 Hz); 2.70 (s, 1H); 2.31 (s, 3H); 2.27-2.21 (m, 1H); 2.09-1.75 (m, 5H). | [References]
[1] Patent: WO2004/5254, 2004, A1. Location in patent: Page 9
[2] Patent: WO2005/63707, 2005, A1. Location in patent: Page 26
[3] Patent: WO2005/63707, 2005, A1. Location in patent: Page 27 |
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