ChemicalBook CAS DataBase List 2,3-Dihydrobenzo[b]thiophene-2-one

2,3-Dihydrobenzo[b]thiophene-2-one synthesis

10synthesis methods

Product Name:2,3-Dihydrobenzo[b]thiophene-2-one
CAS Number:496-31-1
Molecular formula:C8H6OS
Molecular Weight:150.2

98437-23-1 Synthesis

98437-23-1
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$6.00/1g

496-31-1
25 suppliers
$140.00/1g

Yield:496-31-1 92%

Reaction Conditions:

with dihydrogen peroxide in ethanol;water; for 3 h;

Steps:

1.S60 Compound S60

To a solution of compound S60A (30.0 g, 168.5 mmol) in EtOH (120 mL) was added 30% hydrogen peroxide (50 mL) dropwise over 45 min (caution: exothermic). Reaction mixture became turbid with white precipitate. TLC showed completion of the reaction at 3 h, at which time the reaction mixture was diluted with water (300 mL) and carefully extracted with dichloromethane (200 mL x3). The combined organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to afford crude product. This was purified by flash silica gel column (220 g) using ISCO companion (ethyl acetate/hexane, 0-20% over 15 column volumes) to give 23.5 g (92%) of compound S60B as a light yellow oil which became solid on standing at room temperature. H NMR (500MHz, CDCI₃): 57.34 (1 H, dd, J 8.0HZ), 7.31-7.28 (2H, m), 7.22 (1 H, td, J 8.0, 1.0Hz), 3.98 (2H, s)

References:

WO2015/69932,2015,A1 Location in patent:Page/Page column 104