Iodoethane → 1-(4-Bromo-benzyl)-2-ethoxymethyl-pyrrolidine
Reaction equation
[Br:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][N:7]2[CH2:11][CH2:10][CH2:9][CH:8]2[CH2:12][OH:13])=[CH:4][CH:3]=1.[CH2:16](I)[CH3:17].[H-].[Na+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH2:11][CH2:10][CH2:9][CH:8]2[CH2:12][O:13][CH2:16][CH3:17])=[CH:14][CH:15]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
[1-(4-Bromo-benzyl)-pyrrolidin-2-yl]-methanol (269 mg, 1.0 mmol) and EtI (234 mg, 1.5 mmol) is mixed at 0° C. in DMF (DMF) (10 mL). To this mixture is then added NaH (60 mg, 60% suspension in mineral oil, 1.5 mmol). The resulting mixture is stirred at room temperature for 1 h before aqueous workup. The resulting residue is directly used in the next step.
Sources & evidence
- ORD record
- ord-abbdf561bc5a4c39a4ab45cb92ab78b2
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07713994B2
Reaction notes
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