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ChemicalBook--->CAS DataBase List--->25070-73-9

25070-73-9

25070-73-9 Structure

25070-73-9 Structure
IdentificationBack Directory
[Name]

1-N-CBZ-MORPHOLINE
[CAS]

25070-73-9
[Synonyms]

1-N-CBZ-MORPHOLINE
Benzyl morpholine-4-carboxylate
4-?Morpholinecarboxylic acid, phenylmethyl ester
[Molecular Formula]

C12H15NO3
[MDL Number]

MFCD11111783
[MOL File]

25070-73-9.mol
[Molecular Weight]

221.25
Chemical PropertiesBack Directory
[Melting point ]

47-49 °C
[Boiling point ]

349.7±42.0 °C(Predicted)
[density ]

1.183±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

-1.63±0.20(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Synthesis]

Morpholine

110-91-8

Benzyl chloroformate

501-53-1

1-N-CBZ-MORPHOLINE

25070-73-9

GENERAL METHODS: Benzyl chloroformate (1 mmol) was slowly added to morpholine (1 mmol), followed by microwave radiation (100 W) of the mixture, with reaction times referring to Tables 2, 3, 4, and 5.The progress of the reaction was monitored by Thin Layer Chromatography (TLC), with the unfolding agent ratio of dichloromethane: methanol (98:2). Upon completion of the reaction, n-hexane (15-20 mL) was added to the reaction mixture and allowed to stand overnight at room temperature. The solid product was collected by filtration, washed with hexane and dried to give benzyl morpholine-4-carboxylate in good to excellent yield. The successful protection of the amine structure was confirmed by the generation of hydrogen chloride gas during the reaction.

[References]

[1] Journal of Organic Chemistry, 2004, vol. 69, # 2, p. 577 - 580
[2] Tetrahedron Letters, 2007, vol. 48, # 1, p. 55 - 59
[3] Tetrahedron Letters, 2006, vol. 47, # 36, p. 6393 - 6396
[4] Tetrahedron Letters, 2008, vol. 49, # 16, p. 2607 - 2610
[5] Chemistry Letters, 2010, vol. 39, # 3, p. 228 - 229
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