تفاعل #2348126

ord-746692fdcb1e4ef4ba629fc6c100c760

معادلة التفاعل

[Na+].[OH-]
NaOH
O
water
COc1cccc(S(C)(=O)=O)c1
1-Methanesulfonyl-3-methoxy benzene
BrBr
bromine
COc1ccc(Br)c(S(C)(=O)=O)c1
1-bromo-2-methanesulfonyl-4-methoxy benzene
المردود 45.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with EtOAc (3×200 mL)
  2. 2
    تجفيفdried over Na2SO4
  3. 3
    أخرىThe crude compound was purified by column chromatography (SilicaGel 230-400 mesh

الإجراء التجريبي

1-Methanesulfonyl-3-methoxy benzene was dissolved in 90 mL glacial acetic acid. 100 mL water was added. A solution of bromine (4.79 g, 30 mmol) in 10 mL acetic acid was added dropwise at 10° C. The stirring was continued at rt for 15 h. The pH of the mixture was adjusted to pH 8 with aqueous NaOH solution, and extracted with EtOAc (3×200 mL) and dried over Na2SO4. The crude compound was purified by column chromatography (SilicaGel 230-400 mesh; 20% EtOAc in hexanes as an eluent) to give 1-bromo-2-methanesulfonyl-4-methoxy benzene (2.4 g, 45%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07846915B2uspto-grants-2010_12