4,5-Dihydro-2-(ethoxycarbonyl)naptho(1,2-b)thiopene

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4,5-Dihydro-2-(ethoxycarbonyl)naptho(1,2-b)thiopene Basic information
Product Name:4,5-Dihydro-2-(ethoxycarbonyl)naptho(1,2-b)thiopene
Synonyms:4,5-dihydro-2-(ethoxycarbonyl)naphtho[1,2-b]thiophene;Naphtho[1,2-b]thiophene-2-carboxylic acid, 4,5-dihydro-, ethyl ester;4,5-Dihydro-2-(ethoxycarbonyl)naptho(1,2-b)thiopene
CAS:19397-74-1
MF:C15H14O2S
MW:258.34
EINECS:
Product Categories:
Mol File:19397-74-1.mol
4,5-Dihydro-2-(ethoxycarbonyl)naptho(1,2-b)thiopene Structure
4,5-Dihydro-2-(ethoxycarbonyl)naptho(1,2-b)thiopene Chemical Properties
Melting point 82-83 °C(Solv: ethanol (64-17-5))
Boiling point 417.7±33.0 °C(Predicted)
density 1.230±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
Safety Information
MSDS Information
4,5-Dihydro-2-(ethoxycarbonyl)naptho(1,2-b)thiopene Usage And Synthesis
Synthesis
Ethyl laurate

106-33-2

1-CHLORO-3,4-DIHYDRO-2-NAPHTHALENECARBALDEHYDE

3262-03-1

4,5-DIHYDRO-2-(ETHOXYCARBONYL)NAPTHO(1,2-B)THIOPENE

19397-74-1

Ethyl acetate (0.94 g, 7.8 mmol) was slowly added to a solution of sodium ethoxide (1.1 g, 15.6 mmol) in anhydrous ethanol (8 mL) at 0 °C. Subsequently, 1-chloro-3,4-dihydronaphthalene-2-carbaldehyde (1.5 g, 7.8 mmol) was added dropwise to the above reaction mixture and the reaction system was stirred at room temperature overnight. After completion of the reaction, the mixture was refluxed for half an hour and then poured into pre-cooled brine and extracted with ethyl acetate (3 x 60 mL). The organic phases were combined, washed with saturated brine (2 x 50 mL) and dried over anhydrous sodium sulfate. After concentration under reduced pressure, the crude product was purified by recrystallization from ethanol to give 1.3 g of the yellow solid product ethyl 4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylate in 66.3% yield.

References[1] Patent: CN108727416, 2018, A. Location in patent: Paragraph 0335; 0336; 0337
4,5-Dihydro-2-(ethoxycarbonyl)naptho(1,2-b)thiopene Preparation Products And Raw materials
Raw materialsEthyl laurate-->1-Chloro-3,4-dihydro-2-naphthalenecarbaldehyde-->Ethanol-->Sodium ethoxide
Preparation Products4,5-Dihydro-2-(ethoxycarbonyl)naptho(1,2-b)thiopene-->ethyl naphtho[2,3-b]thiophene-2-carboxylate
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