تفاعل #84033

ord-b60eeb7c6fab4f59b90f53646531cecb

معادلة التفاعل

Brc1ccc2ccccc2c1
2-bromonaphthalene
CC(=O)Cl
acetyl chloride
[Al+3].[Cl-].[Cl-].[Cl-]
AlCl3
CC(=O)c1ccc2cc(Br)ccc2c1
desired product
المردود 45.2%
CC(=O)c1ccc2cc(Br)ccc2c1
1-(6-bromonaphthalen-2-yl)ethanone
المردود 45.2%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe resulting reaction mixture
  2. 2
    درجة الحرارةwas cooled
  3. 3
    workup.ADDITIONpoured onto ice/water (100 mL)
  4. 4
    ترشيحfiltered
  5. 5
    غسيلThe filtrate was washed with water (100 mL)
  6. 6
    أخرىThe solvent (nitrobenzene) was removed by distillation
  7. 7
    أخرىThe resulting residue was crystallized from hexane

الإجراء التجريبي

A mixture of 2-bromonaphthalene (41.4 g, 200 mmol), acetyl chloride (11.3 mL, 160 mmol), nitrobenzene (250 mL) and AlCl3 (28 g, 210 mmol) was stirred for 4 hours at 100° C. (oil bath temperature). The resulting reaction mixture was cooled, poured onto ice/water (100 mL) and filtered. The filtrate was washed with water (100 mL). The solvent (nitrobenzene) was removed by distillation. The resulting residue was crystallized from hexane to afford 18 g of desired product (36% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09433609B2uspto-grants-2016_09