反应详情

5-Methyl-2-iodobenzoic acid (100 g, 0.38 mol) is dissolved in THF (350 ml) and cooled in an ice bath. Borane-THF complex (380 ml of 1 M in THF, 0.38 mol) is added dropwise. After addition is complete, the reaction is warmed to room temperature and stirred for 14 hours. The mixture is transferred to a large erlenmeyer flask, cooled in an ice bath, and carefully quenched with water (250 ml). Evaporation of the THF on a rotovap gives a white suspension which is treated with additional water (1 L) and then filtered and dried in a vacuum dessicator over P2O5 to give 2-iodo-5-methylbenzyl alcohol as a white solid, m.p. 82-85°.

1. temperaturecooled in an ice bath
2. additionAfter addition
3. customThe mixture is transferred to a large erlenmeyer flask
4. temperaturecooled in an ice bath
5. customcarefully quenched with water (250 ml)
6. customEvaporation of the THF on a rotovap
7. customgives a white suspension which
8. filtrationfiltered
9. dry with materialdried in a vacuum dessicator over P2O5