ChemicalBook--->CAS DataBase List--->145881-74-9

145881-74-9

145881-74-9 Structure

145881-74-9 Structure
IdentificationBack Directory
[Name]

benzyl 2-(2-hydroxyethoxy)ethylcarbaMate
[CAS]

145881-74-9
[Synonyms]

2-[2-(Cbz-amino)ethoxy]ethanol
Cbz-2-(2-hydroxyethoxy)ethanamine
benzyl 2-(2-hydroxyethoxy)ethylcarbaMate
benzyl N-[2-(2-hydroxyethoxy)ethyl]carbamate
[2-(2-Hydroxy-ethoxy)-ethyl]-carbamic acid benzyl ester
Carbamic acid, N-[2-(2-hydroxyethoxy)ethyl]-, phenylmethyl ester
[Molecular Formula]

C12H17NO4
[MDL Number]

MFCD15143230
[MOL File]

145881-74-9.mol
[Molecular Weight]

239.27
Chemical PropertiesBack Directory
[Boiling point ]

420.6±35.0 °C(Predicted)
[density ]

1.170±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

11.99±0.46(Predicted)
[Appearance]

Colorless to light yellow Liquid
[InChI]

InChI=1S/C12H17NO4/c14-7-9-16-8-6-13-12(15)17-10-11-4-2-1-3-5-11/h1-5,14H,6-10H2,(H,13,15)
[InChIKey]

NFPGZLVPTVWFSY-UHFFFAOYSA-N
[SMILES]

C(OCC1=CC=CC=C1)(=O)NCCOCCO
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501
Spectrum DetailBack Directory
[Spectrum Detail]

benzyl 2-(2-hydroxyethoxy)ethylcarbaMate(145881-74-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

Benzyl chloroformate

501-53-1

2-(2-Aminoethoxy)ethanol

929-06-6

benzyl 2-(2-hydroxyethoxy)ethylcarbaMate

145881-74-9

Diethylene glycolamine (250 ml, 2340 mmol) and 2-methyltetrahydrofuran (1010 ml) were added to a 3-necked 3L flask equipped with an overhead stirrer, a dosing funnel, an N?inlet, and a temperature probe, and the mixture was cooled in an ice bath. A solution of 2-methyltetrahydrofuran (323 ml) of benzyl chloroformate (167 ml, 1125 mmol) was added slowly and dropwise over a period of 40 min, keeping the reaction temperature below 10 °C. The reaction mixture was stirred at room temperature for 1 hour after which a 1M hydrochloric acid solution of ethyl acetate (90 ml, 90 mmol) was added to it and stirring was continued for 30 minutes. The resulting white solid was removed by filtration through a filter pad lined with Solka Floc/Celite, and the filtrate was concentrated under vacuum to afford benzyl [2-(2-hydroxyethoxy)-ethyl]-carbamate (228 g, quantitatively) as a light yellow oil.

[References]

[1] Patent: WO2011/53614, 2011, A1. Location in patent: Page/Page column 9
[2] Organic and Biomolecular Chemistry, 2015, vol. 13, # 41, p. 10310 - 10323
[3] Patent: WO2011/19419, 2011, A1. Location in patent: Page/Page column 60
[4] Journal of the American Chemical Society, 2013, vol. 135, # 8, p. 2883 - 2886
[5] Patent: WO2014/145109, 2014, A1. Location in patent: Paragraph 0254
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