Identification | More | [Name]
1-Boc-piperidine | [CAS]
75844-69-8 | [Synonyms]
1-BOC-PIPERIDINE N-BOC-PIPERIDINE N-(TERT-BUTOXYCARBONYL)PIPERIDINE 1-(tert-Butoxycarbonyl)piperidine 1-Boc-piperidine, N-(tert-Butoxycarbonyl)piperidine 1-(tert-Butyloxycarbonyl)piperidine Piperidine-1-carboxylic acid tert-butyl ester | [Molecular Formula]
C10H19NO2 | [MDL Number]
MFCD02093935 | [Molecular Weight]
185.26 | [MOL File]
75844-69-8.mol |
Safety Data | Back Directory | [Hazard Codes ]
T,N,Xi | [Risk Statements ]
R25:Toxic if swallowed. R36/37/38:Irritating to eyes, respiratory system and skin . R50:Very Toxic to aquatic organisms. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S60:This material and/or its container must be disposed of as hazardous waste . S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 2810 6.1/PG 3
| [WGK Germany ]
3
| [HazardClass ]
IRRITANT, KEEP COLD | [PackingGroup ]
Ⅲ | [HS Code ]
29333990 |
Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Synthesis]
The general procedure for the synthesis of tert-butyl piperidine-1-carboxylate from hexahydropyridine and di-tert-butyl dicarbonate is as follows: hexahydropyridine (1 mmol) was added to a solution of ethanol (1 mL) containing magnetically stirred guanidine hydrochloride (15 mol%) and di-tert-butyl dicarbonate (1.2 mmol) and the reaction was stirred to completion at 35-40 °C (reaction progress was monitored by TLC or GC). Upon completion of the reaction, the ethanol is evaporated under vacuum and the residue is washed with water to remove the catalyst or dissolved in dichloromethane (or ethyl acetate) and filtered to separate the catalyst. If an organic solvent is used for post-treatment, the product is almost pure after evaporation of the organic solvent. If excess di-tert-butyl dicarbonate is used, the product can be washed with petroleum ether or hexane to recover the residual di-tert-butyl dicarbonate. If necessary, the product can be further purified by crystallization (using hexane and dichloromethane, or ether and petroleum ether as solvents) or silica gel column chromatography (ethyl acetate-hexane (1:6) as eluent). | [References]
[1] Synthesis, 2006, # 16, p. 2784 - 2788 [2] Tetrahedron Letters, 2007, vol. 48, # 47, p. 8318 - 8322 [3] Tetrahedron Letters, 2008, vol. 49, # 16, p. 2527 - 2532 [4] Tetrahedron Letters, 2011, vol. 52, # 12, p. 1260 - 1264 [5] Monatshefte fur Chemie, 2011, vol. 142, # 10, p. 1035 - 1043 |
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