تفاعل #833518

ord-4648ec85394e4d479980e717bdadd2c8

معادلة التفاعل

CN(C)C=O
DMF
O=C1CCC(=O)N1Br
NBS
CCCCC(CC)COc1ccccc1OCC(CC)CCCC
1b
CCCCC(CC)COc1ccccc1OCC(CC)CCCC
1,2-di(2-ethylhexyloxy)benzene
O=C1CCC(=O)N1Br
NBS
CCCCC(CC)COc1ccc(Br)cc1OCC(CC)CCCC
4-bromo-1,2-di(2-ethylhexyloxy)benzene
المردود 96.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلThe organic layer was washed with a saturated LiCl solution and water
  2. 2
    تجفيفAfter drying with MgSO4 the solvent
  3. 3
    أخرىwas removed under reduced pressure
  4. 4
    workup.DISTILLATIONThe remaining oil was distilled (160° C./0.01 mmHg)

الإجراء التجريبي

Solid NBS (26.21 g, 0.147 mol) was added to an ice cold CH2Cl2 solution (250 mL) of 1b under N2 in the absence of light. Just enough DMF was added (30 mL) to dissolve the NBS. The reaction mixture was allowed to warm to room temperature and then stirred for 12 h. The mixture was then poured into water. The organic layer was washed with a saturated LiCl solution and water. After drying with MgSO4 the solvent was removed under reduced pressure. The remaining oil was distilled (160° C./0.01 mmHg) to yield 4-bromo-1,2-di(2-ethylhexyloxy)benzene (2b) in 96% yield as a colorless oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07393503B2uspto-grants-2008_07