| Identification | Back Directory | [Name]
trans-2-Benzylamino-1-cyclohexanol | [CAS]
40571-86-6 | [Synonyms]
TRANS-2-(BENZYLAMINO)CYCLOHEXANOL
TRANS-2-BENZYLAMINO-1-CYCLOHEXANOL
(1R,2R)-2-(benzylamino)cyclohexanol
(1R,2R)-2-(benzylaMino)cyclopentanol
Trans-2-benzylamino-1-cyclohexanol, 99+% | [Molecular Formula]
C13H19NO | [MDL Number]
MFCD00145421 | [MOL File]
40571-86-6.mol | [Molecular Weight]
205.3 |
| Chemical Properties | Back Directory | [Appearance]
VERY SLIGHTLY YELLOW TO BEIGE CRYSTALLINE POWDER | [Melting point ]
69-72 °C
| [Boiling point ]
69-72°C | [density ]
0.9923 (rough estimate) | [refractive index ]
1.5175 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [form ]
crystal | [pka]
14.83±0.40(Predicted) | [color ]
white |
| Hazard Information | Back Directory | [Chemical Properties]
VERY SLIGHTLY YELLOW TO BEIGE CRYSTALLINE POWDER | [Uses]
suzuki reaction | [Synthesis]
General procedure for the synthesis of trans-2-benzylaminocyclohexanol from cyclohexene oxide and benzylamine: cyclohexene oxide (20 g, 204 mmol) was mixed with benzylamine (44 g, 411 mmol), and the reaction was carried out for 6 hours at 80 °C. After completion of the reaction, the excess benzylamine was removed by distillation under reduced pressure. The crude product was purified by silica gel column chromatography with the eluent being a chloroform solution of 5-10% methanol to give (1RS,2RS)-trans-2-benzylaminocyclohexanol (26 g, 127 mmol, 62% yield) as white crystals. | [References]
[1] Tetrahedron Letters, 2008, vol. 49, # 9, p. 1546 - 1550
[2] Tetrahedron, 2011, vol. 67, # 47, p. 9214 - 9218
[3] Journal of Organic Chemistry, 2007, vol. 72, # 10, p. 3713 - 3722
[4] Tetrahedron Letters, 1990, vol. 31, # 32, p. 4661 - 4664
[5] Synthetic Communications, 2001, vol. 31, # 21, p. 3295 - 3302 |
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