Identification | Back Directory | [Name]
(1R, 2R)-2-Benzylamino-1-cyclohexanol | [CAS]
141553-09-5 | [Synonyms]
-2-(Benzylamino) (1R, 2R)-2-Benzylamino-1-cyclohexanol (1R,2R)-2-(benzylaMino)cyclohexan-1-ol (1R,2R)-2-Benzylamino-1-cyclohexanol,99%e.e. (1R,2R)-2-BENZYLAMINO-1-CYCLOHEXANOL,MIN.98% (1R,2R)-2-Benzylamino-1-cyclohexanol, min. 98% Cyclohexanol, 2-[(phenylmethyl)amino]-, (1R,2R)- | [Molecular Formula]
C13H19NO | [MDL Number]
MFCD09996881 | [MOL File]
141553-09-5.mol | [Molecular Weight]
205.3 |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of trans-2-benzylaminocyclohexanol from cyclohexene oxide and benzylamine: epoxycyclohexane (20 g, 204 mmol) was mixed with benzylamine (44 g, 411 mmol) and the reaction was heated for 6 hours at 80 °C. After completion of the reaction, the excess benzylamine was removed by distillation under reduced pressure. The residue 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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