Structure of 10408-15-8
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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| CAS No. : | 10408-15-8 |
| Formula : | C8H14O |
| M.W : | 126.20 |
| SMILES Code : | CC(CCCC(C)=C)=O |
| English Name : | 6-Methylhept-6-en-2-one |
| MDL No. : | MFCD01595440 |
* 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 |
|---|---|---|
| at 450℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With water at 300℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 100% | In tetrahydrofuran for 3h; Ambient temperature; | |
| 91% | With palladium dichloride In acetonitrile for 72h; | |
| 90% | With mercury(II) trifluoroacetate; lithium trifluoroacetate In dichloromethane for 3h; Ambient temperature; |
| 81% | With dichloro bis(acetonitrile) palladium(II) In acetonitrile at 20℃; for 1h; | |
| 81% | With dichloro bis(acetonitrile) palladium(II) In acetonitrile at 20℃; | |
| 78% | With potassium hydride In tetrahydrofuran for 1h; Heating; | |
| In various solvent(s) at 161.9℃; for 5h; further pressures; effect of pressure on the rate of rearrangement; | ||
| at 370 - 372℃; (thermolysis); | ||
| With sodium tetrahydroborate; mercury(II) trifluoroacetate 1.) CH2Cl2, 20 deg C 2.) 3M aq. Na2CO3; Yield given. Multistep reaction; |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sodium hydride 1.) ether, 25 deg C, 1 h, 2.) 10 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; | ||
| 1: 38 % 2: 12 % | Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With n-butyllithium; diisopropylamine; lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - 0℃; Stage #2: 6-methylhept-6-en-2-one In tetrahydrofuran; hexane at 20℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 40% | With mercury(II) trifluoroacetate In dichloromethane at 20℃; for 0.333333h; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 52% | With 3-chloro-benzenecarboperoxoic acid In chloroform at 0℃; | |
| 52% | With 3-chloro-benzenecarboperoxoic acid In chloroform | |
| With 3-chloro-benzenecarboperoxoic acid 1.) CH2Cl2, r.t., 12 h; 2.) reflux, 10 h; Yield given. Multistep reaction; |
| Multi-step reaction with 2 steps 1: MCPBA 2: acidic conditions |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 78% | With tert.-butylhydroperoxide; bis(acetylacetonato)dioxidomolybdenum(VI) In benzene for 2h; Heating; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 73% | With boron trifluoride diethyl etherate; dihydrogen peroxide |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With 3-chloro-benzenecarboperoxoic acid | ||
| With 3-chloro-benzenecarboperoxoic acid |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With boron trifluoride diethyl etherate; toluene-4-sulfonic acid hydrazide | ||
| Multi-step reaction with 2 steps 1: acetic acid / pentane / 24 h 2: 87 percent / BF3*Et2O / CH2Cl2 / 1.) 0 deg C, 2.) room temperature, 2 h |