Alternatived Products of [ 166960-01-6 ]
Product Details of [ 166960-01-6 ]
| CAS No. : | 166960-01-6 |
MDL No. : | MFCD14687004 |
| Formula : |
C10H12BrFO2
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
263.10
|
Pubchem ID : | - |
| Synonyms : |
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Safety of [ 166960-01-6 ]
| Signal Word: | |
Class: | |
| Precautionary Statements: | |
UN#: | |
| Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 166960-01-6 ]
* 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 [ 166960-01-6 ]
- 1
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[ 6482-24-2 ]
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[ 188582-62-9 ]
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[ 166960-01-6 ]
| Yield | Reaction Conditions | Operation in experiment |
| 47% |
Stage #1: 4-bromo-2-fluorobenzyl alcohol With sodium hydride In tetrahydrofuran at 0 - 50℃;
Stage #2: 2-Bromoethyl methyl ether In tetrahydrofuran at 20℃; for 20h; |
6.6.8.c
To a stirred solution of step-b product (10g, 49.02 mmol) in THF (250ml) at 00C1 added 60% NaH (2.93 g, 73.53 mmol) slowly in portions. After addition, the suspension was heated to 50°C for 30 minutes, cooled to room temperature, added 1-bromo-2-methoxy ethane (5 ml, 53.92 mmol) and stirred at room temperature for 20 h. The reaction mixture was diluted with ice cold water (100 ml_) and concentrated under reduced pressure. The obtained aqueous residue was extracted with ethyl acetate (2*150 mL); the combined ethyl acetate layer was washed with brine solution (50 mL), dried over anhydrous NaSO4, filtered and concentrated. The obtained crude compound was purified by column chromatography (100-200 mesh silica gel) using 5% ethyl acetate in petroleum ether as eluent to afford product as yellow liquid (6 g, 47%). |
| 47% |
Stage #1: 4-bromo-2-fluorobenzyl alcohol With sodium hydride In tetrahydrofuran at 0 - 50℃; for 0.5h;
Stage #2: 2-Bromoethyl methyl ether In tetrahydrofuran at 23℃; for 20h; |
A111.2
Step 2: To a stirred solution of (4-bromo-2-fluorophenyl)methanol (10 g, 49.02 mmol) in THF (250 mL) at 0°C, was added 60% NaH (2.93 g, 73.53 mmol) slowly in portions. After addition, the suspension was heated to 50 °C for 30 min, cooled to RT, then was added 1 -bromo-2-methoxy ethane (5 mL, 53.92 mmol) and the mixture was stirred at RT for 20 h until complete consumption of (4-bromo-2-fluorophenyl)methanol, as evidenced by TLC analysis. The reaction mixture was diluted with ice cold water (100 mL) and concentrated under reduced pressure. The obtained aqueous residue was extracted with EtOAc (2 χ 150mL); the combined EtOAc layers were washed with brine solution (50 mL), dried over anhydrous NaS04, filtered and concentrated. The obtained crude compound was purified by CC using 5% EtOAc in PE as eluent to afford 4-bromo-2-fluoro-1 -((2-methoxyethoxy)methyl)benzene (6 g, 47%) as yellow liquid (TLC solvent system: 30% EtOAc-PE; Rf: 0.4). |
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