trans-2-Benzylamino-1-cyclohexanol
trans-2-Benzylamino-1-cyclohexanol Basic information
- Product Name:
- trans-2-Benzylamino-1-cyclohexanol
- Synonyms:
-
- TRANS-2-BENZYLAMINO-1-CYCLOHEXANOL
- TRANS-2-(BENZYLAMINO)CYCLOHEXANOL
- Trans-2-benzylamino-1-cyclohexanol, 99+%
- (1R,2R)-2-(benzylamino)cyclohexanol
- (1R,2R)-2-(benzylaMino)cyclopentanol
- rel-(1R,2R)-2-[(Phenylmethyl)amino]cyclohexanol
- (2-hydroxycyclohexyl)-(phenylmethyl)ammonium
- amino)cycL
- CAS:
- 40571-86-6
- MF:
- C13H19NO
- MW:
- 205.3
- Product Categories:
-
- pharmacetical
- Mol File:
- 40571-86-6.mol
trans-2-Benzylamino-1-cyclohexanol Chemical Properties
- Melting point:
- 69-72 °C
- Boiling point:
- 69-72°C
- Density
- 0.9923 (rough estimate)
- refractive index
- 1.5175 (estimate)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- form
- crystal
- pka
- 14.83±0.40(Predicted)
- color
- white
Safety Information
- Risk Statements
- 11-36/37/38
- Safety Statements
- 24/25
- TSCA
- No
- HS Code
- 2921490090
trans-2-Benzylamino-1-cyclohexanol Usage And Synthesis
Chemical Properties
VERY SLIGHTLY YELLOW TO BEIGE CRYSTALLINE POWDER
Uses
suzuki reaction
Synthesis
286-20-4
100-46-9
40571-86-6
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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