Iodoethane → 1,3-Dibromo-2-ethylbenzene

Participants

Reaction Conditions

Reaction Steps

A three necked round-bottom flask was purged with argon and then filled with dry THF (1.2 I), 1,3-dibromo benzene (121 g, 0.514 mol) and ethyl iodide (95.4 g, 0.611 mol). The mixture was cooled to −78° C. and LDA (64.2 g, 0.697 mol) (2 M in THF/n-heptane/ethylbenzene) was added slowly in a way that the temperature didn't rise above −65° C. After stirring for 2.75 h the reaction was poured onto 11 sat. aq NH4Cl solution and stirred vigorously for 20 min. Extraction with DCM (twice) yielded a colorless oil (167 g) which was used in the next step without further purification

Provenance & Evidence