HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Iodo-N,N-dimethylmethanamine → 1,2-Bis(dimethylaminomethyl)ferrocene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Iodo-N,N-dimethylmethanamine | HCID 11171399 | — |
| Reactant | cyclopenta-1,3-diene;1-cyclopenta-2,4-dien-1-yl-N,N-dimethylmethanamine;iron(2+) | HCID 15764045 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 1,2-Bis(dimethylaminomethyl)ferrocene | HCID 131727266 | — |
Reaction Conditions
| Temperature | -70 °C |
|---|
Reaction Steps
n-Butyllithium (Aldrich, 2.5 molar in hexane, 24 ml, 54 mmol) is added to a solution of (dimethylaminomethyl)ferrocene (Aldrich, 13.13 g, 10.69 ml, 48.97 mmol) in diethyl ether (80 ml) under nitrogen at a temperature of 25° C. and the reaction mixture stirred for 4 hours. The resulting red solution is then cooled to approximately −70° C. in a dry ice/acetone bath and Eschenmosers salt (ICH2NMe2)(Aldrich, 10 g, 54 mmol) is added. The reaction is allowed to warm to room temperature and stirred overnight.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07485739B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-45aeb3745a0c4556a66610a45ce55692 |
| Source note | uspto-grants-2009_02 |