تفاعل #1519101
ord-2de18b58dc1d42b5b73d66ff38800e42
معادلة التفاعل
Tetrabromomethane
7-oxanorborn-2-en-5-ylmethanol
triphenylphosphine
→
7-oxanorborn-2-en-5-yl-methyl bromide
الكواشف
لا شيء
المذيبات
ظروف التفاعل
درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1درجة الحرارةto warm to room temperature
- 2أخرىThe solvent was removed under reduced pressure
- 3أخرىThe crude product was purified by flash chromatography (
- 4workup.ADDITIONa 98:2 mixture of cyclohexane and ethyl acetate)
- 5أخرى0.3 g (59% of theory) of the pure product were obtained
الإجراء التجريبي
Tetrabromomethane (1.161 g, 3.50 mmol) was added to a solution of 7-oxanorborn-2-en-5-ylmethanol (0.305 g, 2.50 mmol, from Example 2) in CH2Cl2 (12.5 ml). The solution was cooled to 0° C. and admixed with triphenylphosphine (1.836 g, 7 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 12 h. The solvent was removed under reduced pressure and the remaining solid was taken up in cyclohexane. The crude product was purified by flash chromatography (using a 98:2 mixture of cyclohexane and ethyl acetate). 0.3 g (59% of theory) of the pure product were obtained. The product was stored under cool conditions with the exclusion of light.