ChemicalBook CAS DataBase List tert-butyl benzo[b]thiophen-2-ylcarbaMate

tert-butyl benzo[b]thiophen-2-ylcarbaMate synthesis

5synthesis methods

Product Name:tert-butyl benzo[b]thiophen-2-ylcarbaMate
CAS Number:89673-36-9
Molecular formula:C13H15NO2S
Molecular Weight:249.33

6314-28-9
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$21.00/5g

75-65-0 Synthesis

75-65-0
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$10.00/10ml

tert-butyl benzo[b]thiophen-2-ylcarbaMate

89673-36-9
48 suppliers
$11.00/100mg

Yield:89673-36-9 94%

Reaction Conditions:

with diphenyl phosphoryl azide;N-ethyl-N,N-diisopropylamine for 8 h;Heating / reflux;

Steps:

1

Benzo[Z>]thiophen-2-yl-carbamic acid tert-butyl ester (1-B).; A solution of compound 1-A (14.4 g, 80.6 mmol), N,N-diisopropylethylamine (15.5 mL, 88.6 mmol) and diphenylphosphoryl azide (20.8 mL, 96.7 mmol) in -butanol (150 mL) was heated at reflux for 8 h. The solvent was evaporated in vacuo, and the residue purified by flash column chromatography on silica gel, eluting with dichloromethane, to afford compound 1-B as a colorless solid (18.9 g, 94%). ¹H-NMR (DMSO-^): δ 1.50 (s, 9H), 6.78 (s, IH), 7.16 (d of d, IH), 7.27 (d of d, IH), 7.58 (d, IH), 7.77 (d, IH), 10.70 (br s, IH); MS: m/z 250.2 (MH⁺).

References:

WO2009/12430,2009,A1 Location in patent:Page/Page column 180-181