Alternatived Products of [ 1423-63-8 ]
Product Details of [ 1423-63-8 ]
CAS No. : | 1423-63-8 |
MDL No. : | MFCD06411546 |
Formula : |
C10H7BrOS
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
255.13
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Pubchem ID : | - |
Synonyms : |
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Application In Synthesis of [ 1423-63-8 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 1423-63-8 ]
- 1
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[ 4923-87-9 ]
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[ 75-36-5 ]
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[ 1423-63-8 ]
Yield | Reaction Conditions | Operation in experiment |
92.2% |
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Aluminum trichloride (3.75 g, 28.1 mmol) and dichloromethane (30 mL) were added to a 250 mL single-neck round bottom flask at 0 C. Slowly add acetyl chloride (2.21 g, 28.2 mmol) and stir for half an hour. Then 5-bromobenzothiophene (4.0 g, 18.8 mmol, dissolved in 20 mL of dichloromethane) was added dropwise. The reaction was stirred for half an hour; then transferred to 25 C for 2 hours. Quench slowly by adding water (50 mL), and separate the liquid. The organic phase was washed again with saturated sodium bicarbonate solution (50 mL×3). The organic phase was collected, dried over anhydrous sodium sulfate (2 g), filtered. The filtrate was depressurized and dried. The title compound was obtained as a yellow solid (4.41 g, 92.2%). |
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With tin(IV) chloride; In n-heptane; 1,2-dichloro-ethane; at 0 - 20℃; |
Step 1 To a solution of 6-bromobenzothiophene (10.0 g, 0.047 mol) and AcCl (4.43 g, 4.0 ml, 0.056 mol) in 1,2-dichloroethane (200 mL) was added SnCl4 (1.0 M/heptane, 56 mL) at 0 C. The mixture was allowed to reach RT and then stirred for 20 h. The mixture was poured onto ice/H2O and extracted with DCM. The organic layer was washed with sat. aqueous NaHCO3, dried and concentrated. Flash chromatography (EtOAc/hexanes, 1:9 then 1:4) afforded 6A (5.6 g). |
- 2
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[ 1423-63-8 ]
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[ 7312-24-5 ]
Yield | Reaction Conditions | Operation in experiment |
77% |
With sodium hydroxide; bromine In 1,4-dioxane at 0 - 20℃; |
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Reference:
[1]Mitsumori, Susumu; Tsuri, Tatsuo; Honma, Tsunetoshi; Hiramatsu, Yoshiharu; Okada, Toshihiko; Hashizume, Hiroshi; Inagaki, Masanao; Arimura, Akinori; Yasui, Kiyoshi; Asanuma, Fujio; Kishino, Junji; Ohtani, Mitsuaki
[Journal of Medicinal Chemistry, 2003, vol. 46, # 12, p. 2446 - 2455]