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CAS No. : | 166959-29-1 | MDL No. : | MFCD14687001 |
Formula : | C10H13BrO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 245.11 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* 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 |
---|---|---|
Stage #1: 1-bromo-4-[(2-methoxyethoxy)methyl]benzene With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.5h; Stage #2: With Triisopropyl borate In tetrahydrofuran; hexanes at -78 - 20℃; for 1.5h; Stage #3: With hydrogenchloride In tetrahydrofuran; hexanes; water; ethyl acetate | 1.f A solution of 38.8 mmol of n-BuLi (1.6 M in hexanes) is added dropwise to a stirred solution of 32.3 mmol of 1 -bromo-4-(2-methoxy-ethoxymethyl)-benzene [166959-29-1] in 50 ml of THF at -78°C. The reaction mixture is stirred for 30 min at -78°C and 64.6 mmol of triisopropyl borate are added rapidly. The mixture is stirred for 30 min at -78°C and at RT for 1 h. The reaction mixture is partitioned between 2N aqueous HCI (40 ml) and EtOAc (300 ml). The organic layer is washed with brine (2 x 50 ml), dried over Na2SO4 and evaporated under reduced pressure to afford the title compound as a yellow oil. Rt = 2.52. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 1-bromo-4-[(2-methoxyethoxy)methyl]benzene With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.5h; Stage #2: Triisopropyl borate In tetrahydrofuran; hexanes at -78 - 23℃; for 1.5h; | 361.e A solution of 38.8 mmol of n-BuLi (1.6 M in hexanes) is added dropwise to a stirred solution of 32.3 mmol of 1 -bromo-4-(2-methoxy-ethoxymethyl)-benzene [166959-29-1] in 50 ml_ of THF at -78°C. The reaction mixture is stirred for 30 min at -78°C and 64.6 mmol of triisopropyl borate are added rapidly. The mixture is stirred for 30 min at -78°C and at RT for 1 h. The reaction mixture is partitioned between 2N aqueous HCI solution (40 ml_) and EtOAc (300 ml_). The organic layer is washed with brine (2 x 50 ml_), dried over Na2SO4 and concentrated under reduced pressure to afford the title compound as a yellow oil. Rt = 2.52 (gradient I). |