ChemicalBook CAS DataBase List (2-HYDROXYETHYL)METHYLCARBAMIC ACID 1,1-DIMETHYLETHYL ESTER

(2-HYDROXYETHYL)METHYLCARBAMIC ACID 1,1-DIMETHYLETHYL ESTER synthesis

5synthesis methods

Product Name:(2-HYDROXYETHYL)METHYLCARBAMIC ACID 1,1-DIMETHYLETHYL ESTER
CAS Number:57561-39-4
Molecular formula:C8H17NO3
Molecular Weight:175.23

109-83-1

24424-99-5

(2-HYDROXYETHYL)METHYLCARBAMIC ACID 1,1-DIMETHYLETHYL ESTER

57561-39-4

General procedure: To a solution of 2-(methylamino)ethanol (500 mg, 0.53 mL, 6.66 mmol) in dichloromethane (20 mL) was added di-tert-butyl dicarbonate (1.48 g, 6.79 mmol), and the reaction was stirred at room temperature for 1 hour. After completion of the reaction, the reaction mixture was extracted with saturated aqueous sodium chloride solution and dichloromethane. The organic layers were combined, dried with anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to give N-BOC-N-methylaminoethanol (colorless oil, quantitative yield). The product was characterized as follows: 1H NMR (200 MHz, CDCl3) δ 3.74 (q, J = 10.5, 5.2 Hz, 2H), 3.25 (t, J = 5.2 Hz, 2H), 2.91 (s, 3H), 1.45 (s, 9H); mass spectra m/z (relative intensities) 144 (20), 102 (24), 57 (70), 44 (100).

109-83-1
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24424-99-5 Synthesis

24424-99-5
862 suppliers
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57561-39-4
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$14.00/1g

Yield:57561-39-4 100%

Reaction Conditions:

in dichloromethane at 20; for 1 h;

Steps:

8.1 Step 1:
To a solution of 2-(methylamino)ethanol (500 mg, 0.53 ml, 6.66 mmol) in CH₂Cl₂ (20 ml) was added Boc₂O (1.48 g, 6.79 mmol), followed by stirring at room temperature for 1 hour. The reaction solution was extracted with brine and CH₂Cl₂. The organic layer thus obtained was dried over MgSO₄ and filtered. Then, the filtrate was concentrated in vacuo to obtain the object compound (colorless oil, quantitative); ¹H NMR (200 MHz, CDCl₃) δ 3.74 (q, J= 10.5, 5.2 Hz, 2H) 3.25 (t, J= 5.2 Hz, 2H) 2.91 (s, 3H) 1.45 (s, 9H); mass spectrum m/e (relative intensity) 144 (20) 102 (24) 57 (70) 44 (100).

References:

Korea Research Institute of Bioscience and Biotechnology;Korea Research Institute of Chemical Technology US2009/42872, 2009, A1 Location in patent:Page/Page column 19

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109-83-1
466 suppliers
$10.00/25ml