ChemicalBook CAS DataBase List [1-(4-BROMO-PHENYL)-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER

[1-(4-BROMO-PHENYL)-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER synthesis

3synthesis methods

Product Name:[1-(4-BROMO-PHENYL)-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER
CAS Number:850363-42-7
Molecular formula:C13H18BrNO2
Molecular Weight:300.19

24424-99-5 Synthesis

24424-99-5
823 suppliers
$13.50/25G

24358-62-1 Synthesis

24358-62-1
150 suppliers
$9.00/1g

[1-(4-BROMO-PHENYL)-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER

850363-42-7
51 suppliers
$45.00/50mg

Yield:850363-42-7 90%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20; for 1 h;

Steps:

5
(Referential Example 5) Synthesis of 1-bromo-4-(1-tert-butoxycarbonylamino-ethyl)benzene (referential compound 5) Triethylamine (2.09 ml) was added to a solution of 2.00 g (10.0 mmol) of 4-(1-aminoethyl)-1-bromobenzene in 22.3 ml of dichloromethane, the mixture was cooled on an ice bath and 2.87 ml (12.0 mmol) of di-tert-butyl dicarbonate was added thereto in an argon stream with stirring. After that, temperature of the mixture was raised up to room temperature and stirring was conducted for 1 hour. After the reaction was finished, the reaction solution was poured into 200 ml of water and the mixture was extracted with 200 ml of chloroform. The organic layer was successively washed with water, a saturated aqueous solution of sodium hydrogen carbonate and a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and concentrated in vacuo. The resulting powder was washed twice with each 10 ml of hexane to give 2.71 g of the title compound as white powder (yield: 90%). Rf value: 0.55 (n-hexane: ethyl acetate = 4:1 (v/v)) Mass spectrum (FAB, m/z): 300, 302 (M⁺ + 1) ¹H-NMR spectrum (DMSO-d₆, δ ppm): 1.27 (d, J = 6.8Hz, 3H), 1.36 (brs, 9H), 4.51-4.64 (m, 1H), 7.25 (d, J = 8.3Hz, 2H), 7.35-7.45 (m, 1H), 7.49 (d, J = 8.3Hz, 2H)

References:

Ube Industries, Ltd.;SANTEN PHARMACEUTICAL CO., LTD. EP1679308, 2006, A1 Location in patent:Page/Page column 32-33

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24424-99-5 Synthesis

24424-99-5
823 suppliers
$13.50/25G

90006-14-7 Synthesis