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CAS No. : | 406482-22-2 | MDL No. : | MFCD07368017 |
Formula : | C7H5BrF2O | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | VZMFIPVRFWZDPI-UHFFFAOYSA-N |
M.W : | 223.01 | Pubchem ID : | 21646800 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With bromine; triethylamine; In dichloromethane; at 0 - 20℃; for 1.33333h; | Step 2) 2.Og 3-Isobutoxy-4,5,6,6a-tetrahydro-3aH-pentalen-l -one was dissolved in 40 ml DCM. 2.47g Br2 was added drop wise and the mixture was stirred at rt for 20 min. The reaction mixture was cooled to O0C and 3.12 g TEA was slowly added. The cooling bath was removed and the mixture was stirred at rt for 1 h. Filtration and concentration gave a crude product which was purified on silica using 2% MeOH in DCM to produce 2.26 g l-Bromo-2,3-difluoro-4-methoxy-benzene. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Step 3 ) n-BuLi (1.1 eq) was added to a solution of 40 mg l-Bromo-2,3-difluoro-4-methoxy-benzene in 5 ml dry ether at -78C under N2. 440 mg (1.61 mmol) 2-Bromo-3-isobutoxy-4,5,6,6a-tetrahydro-3aH- pentalen-1-one dissolved in 5 ml dry ether and cooled to -78C was added drop wise. The mixture was stirred under N2 and the temperature was slowly raised overnight. The reaction was quenched with 10 ml water followed by 10 ml HCl (2N). The aqueous mixture was extracted with ether 3x and the combined organic layers were washed with brine and dried over Na2SO4. Concentration followed by purification on silica using a ether/n-heptane (1 :9-2:8) gradient afforded 390 mg 2-Bromo-3-(2,3-difluoro-4-methoxy- phenyl)-4,5,6,6a-tetrahydro-3aH-pentalen-l-one as a clear oil which solidified after a while. |
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