تفاعل #1256703

ord-11770c2463404d1ab2e743a2e55145a1

معادلة التفاعل

Cc1cc(O)cc(C)c1Br
4-bromo-3,5-dimethyl-phenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CI
methyl iodide
COc1cc(C)c(Br)c(C)c1
title compound
المردود 99.0%
COc1cc(C)c(Br)c(C)c1
2-bromo-5-methoxy-1,3-dimethyl-benzene
المردود 99.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
65°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter cooling to room temperature
  2. 2
    ترشيحthe mixture was filtered
  3. 3
    تركيزthe filtrate was concentrated in vacuo
  4. 4
    workup.DISTILLATIONThe resulting clear liquid was distilled under reduced pressure (70° C./0.1 Torr)

الإجراء التجريبي

To a mixture of 4-bromo-3,5-dimethyl-phenol (40.2 g, 0.200 mol) and potassium carbonate (55.2 g, 0.400 mol) in acetone (200 mL) was added methyl iodide ( 24.9 mL, 0.600 mol) at room temperature under N2. The reaction mixture was then refluxed at 65° C. for 8 h. After cooling to room temperature, the mixture was filtered, and the filtrate was concentrated in vacuo. The resulting clear liquid was distilled under reduced pressure (70° C./0.1 Torr) to give 42.4 g (99%) of title compound as a colorless liquid. 1H NMR (400 MHz, CDCl3): δ 6.663 (s, 2H), 3.778 (s, 3H), 2.402 (s, 6H); 13C NMR (100 MHz, CDCl3): δ 158.165, 139.203, 118.357, 113.953, 55.520, 24.319. MS (EI): m/z 214 [M+, 79Br 100], 216 [M+, 79Br, 96].

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07824582B2uspto-grants-2010_11