ChemicalBook--->CAS DataBase List--->141553-09-5

141553-09-5

141553-09-5 Structure

141553-09-5 Structure
IdentificationBack 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
Chemical PropertiesBack Directory
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[form ]

Powder
[color ]

white to light-yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

(1R, 2R)-2-Benzylamino-1-cyclohexanol(141553-09-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

Cyclohexene oxide

286-20-4

Benzylamine

100-46-9

trans-2-Benzylamino-1-cyclohexanol

40571-86-6

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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