Basic information Safety Supplier Related

1-Boc-piperidine

Basic information Safety Supplier Related

1-Boc-piperidine Basic information

Product Name:
1-Boc-piperidine
Synonyms:
  • tert-butyl piperidine-1-carboxylate
  • 1-Piperidinecarboxylic acid, 1,1-diMethylethyl ester
  • N-Boc-tetrahydropyridine
  • 1-Boc-piperidine, N-(tert-Butoxycarbonyl)piperidine
  • 1-(tert-Butyloxycarbonyl)piperidine
  • Piperidine-1-carboxylic acid tert-butyl ester
  • 1-(tert-Butoxycarbonyl)piperidine
  • 1-Boc-Piperidine,98%
CAS:
75844-69-8
MF:
C10H19NO2
MW:
185.26
Product Categories:
  • Piperidine
Mol File:
75844-69-8.mol
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1-Boc-piperidine Chemical Properties

Boiling point:
130-140°C 15mm
Density 
0.964 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.454(lit.)
Flash point:
188 °F
storage temp. 
Sealed in dry,Room Temperature
form 
Liquid
pka
-1.28±0.20(Predicted)
color 
Clear colorless to pale yellow
BRN 
3604898
CAS DataBase Reference
75844-69-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T,N,Xi
Risk Statements 
25-36/37/38-50
Safety Statements 
26-36-45-60-61
RIDADR 
UN 2810 6.1/PG 3
WGK Germany 
3
HazardClass 
IRRITANT, KEEP COLD
PackingGroup 
HS Code 
29333990

MSDS

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1-Boc-piperidine Usage And Synthesis

Chemical Properties

Colorless liquid

Synthesis

110-89-4

24424-99-5

75844-69-8

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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