Alternatived Products of [ 118495-07-1 ]
Product Details of [ 118495-07-1 ]
| CAS No. : | 118495-07-1 |
MDL No. : | MFCD03425751 |
| Formula : |
C17H14O2
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
250.29
|
Pubchem ID : | - |
| Synonyms : |
|
Safety of [ 118495-07-1 ]
| Signal Word: | |
Class: | |
| Precautionary Statements: | |
UN#: | |
| Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 118495-07-1 ]
* 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 [ 118495-07-1 ]
- 1
-
[ 582-17-2 ]
-
[ 100-39-0 ]
-
[ 118495-07-1 ]
| Yield | Reaction Conditions | Operation in experiment |
| 39% |
for 4h; Heating; |
|
| 30% |
Stage #1: 2,7-Dihydroxynaphthalene; benzyl bromide With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 90℃; for 4h; Schlenk technique; Inert atmosphere;
Stage #2: With boron tribromide In dichloromethane at -78 - 20℃; |
General procedure (Scheme 5):
General procedure: To a Schlenk flask were added 2-bromo-3-methoxynaphthalene(1.0 equiv), aryl boronic acid (2.2 equiv), K2CO3 (3.0 equiv), Pd(PPh3)4 (2.5 mol%), and degassedEtOH/toluene/water (1/1/1) under Ar atmosphere. The mixture was heated at 90 °C until thecompletion of the reaction. Then the mixture was cooled to room temperature, and DCM was added.The mixture was washed with NaOH solution (20% wt), and the aqueous phase was extracted withDCM (2 × 20 mL). The combined organic phase was washed with brine (20 mL) and dried overanhydrous MgSO4. After removing the solvent, the residue was dissolved in anhydrous DCM. Thesolution was cooled to -78 °C, and BBr3 (1 M in DCM, 5.0 equiv) was added slowly by syringe. Thenthe mixture was warmed up to room temperature and stirred until the complete consumption of thestarting material. The mixture was poured into the ice water (50 mL) and extracted with DCM (3 × 50mL). The combined organic phase was washed with brine (100 mL) and dried over anhydrous Na2SO4. After removing the solvent, the residue was purified by silica gel chromatography to givethe desired product. |
|
With potassium carbonate In N,N-dimethyl-formamide at 35℃; |
|
|
With potassium carbonate In N,N-dimethyl-formamide |
|
|
With potassium carbonate In acetone at 20℃; for 22h; Heating / reflux; |
4.1
EXAMPLE 4; This Example illustrates the preparation of 2-( 2-benzyloxynaphthyl-7-oxy)-2- methylthio-N-(2-methylpent-3-yn-2-yl) acetamide (Compound No. 4 of Table 24); Stage: 1 Preparation of 2-benzyloxynaphth-7-ol; A stirred solution of 2,7-dihydroxynaphthylene (4.8g) in acetone (50ml) containing anhydrous potassium carbonate (4.08g) and benzyl bromide (5.13gO was heated to refux for 4 hours , cooled to ambient temperature then stored for 18 hours. The mixture was filtered and the filtrate evaporated under reduced pressure to give a pale green solid that was fractionated by chromatography (silica; hexane/ ethyl acetate 95:5 to1:1 by volume) to give 2-benzyloxynaphth-7-ol, 1.63g, as a cream coloured solid, m.p.152-154°C. |
|
With 5,10,15,20,22,24-hexahydro-5,5,10,15,15,20-hexamethyl-10α,20α-bis(4-nitrophenyl)-calix[4]pyrrole; caesium carbonate In acetonitrile at 40℃; regioselective reaction; |
|
Reference：
[1]Chu, Guo-Hua; Witt-Enderby, Paula A.; Jones, Marla; Li, Pui-Kai
[Chemical and Pharmaceutical Bulletin, 2002, vol. 50, # 2, p. 272 - 275]
[2]Liu, Wen-Bo; Usman, Muhammad; Wu, Lin-Yang
[Molecules, 2020, vol. 25, # 4]
[3]Horiuchi, Toshihide; Ohta, Tetsuo; Stephan, Massoud; Takaya, Hidemasa
[Tetrahedron Asymmetry, 1994, vol. 5, # 3, p. 325 - 328]
[4]Bandyopadhyaya; Sangeetha; Maitra
[Journal of Organic Chemistry, 2000, vol. 65, # 24, p. 8239 - 8244]
[5]Current Patent Assignee: Syngenta (in: Sinochem Holdings); SINOCHEM HOLDINGS CORPORATION LTD - WO2006/58699, 2006, A1
Location in patent: Page/Page column 41
[6]Location in patent: experimental part
Cafeo, Grazia; Kohnke, Franz H.; Valenti, Luca
[Tetrahedron Letters, 2009, vol. 50, # 28, p. 4138 - 4140]
- 2
-
[ 118495-07-1 ]
-
[ 613-62-7 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: Et3N; N,N-dimethylaminopyridine / CH2Cl2
2: 92 percent / PPh3; K2CO3; Me2NH*BH3 / nickel-on-graphite / dimethylformamide / 6 h / 120 °C |
|
- 3
-
[ 146744-23-2 ]
-
[ 118495-07-1 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: potassium carbonate / acetone / 24 h / Reflux
2: potassium hydroxide / tetrahydrofuran; water / 24 h / 25 °C / Inert atmosphere |
|
Reference：
[1]Chen, Ye-Hui; Li, Heng-Hui; Li, Shaoyu; Tan, Bin; Xiang, Shao-Hua; Zhang, Xiao
[Angewandte Chemie - International Edition, 2020, vol. 59, # 28, p. 11374 - 11378][Angew. Chem.]
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
