تفاعل #1833206

ord-9f1da921f36d4e47a7d9e2469f6690fd

معادلة التفاعل

COc1ccc(C=O)c(O)c1Br
2-hydroxy-3-bromo--4-methoxybenzaldehyde
CC(C)(C)[Si](C)(C)Cl
t-butyldimethlsilyl chloride
COc1ccc(C=O)c([Si](C)(C)C(C)(C)C)c1Br
2-(t-butyldimethylsilyl)-3-bromo-4-methoxy benzaldehyde
المردود 83.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصThe mixture was then extracted with ether (3×25 ml)
  2. 2
    غسيلThe ethereal solution was washed with water (25 ml) and saturated NaHCO3 solution (2×15 ml)
  3. 3
    أخرىThe solvent evaporated

الإجراء التجريبي

Diiospropylethylamine(3.0 ml ) was added to a stirred solution (under argon) of 2-hydroxy-3-bromo--4-methoxybenzaldehyde(1.96, 8.5 mmole) in DMF (15 ml) followed by t-butyldimethlsilyl chloride(TBSCl, 1.91 g, 12.8 mmole). The reaction mixture was stirred at room temperature for 30 min and Ice (20 g) was added to the mixture. The mixture was then extracted with ether (3×25 ml). The ethereal solution was washed with water (25 ml) and saturated NaHCO3 solution (2×15 ml). The solvent evaporated to yield 2-(t-butyldimethylsilyl)-3-bromo-4-methoxy benzaldehyde as an oil (2.54 g, 7.06 mmole, 83.1%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE045720E1uspto-grants-2015_10