تفاعل #2383773

ord-26ee7c345b06443cb25915c9be1fb57a

معادلة التفاعل

BrCc1ccc2ccccc2c1CBr
1,2-bis(bromomethyl)naphthalene
O=C1CCC(=O)N1Br
N-bromosuccinimide
CC(C)(C#N)N=NC(C)(C)C#N
2,2′-azobis(isobutyronitrile)
BrCc1c(C(Br)Br)ccc2ccccc12
1-(bromomethyl)-2-(dibromomethyl)naphthalene
المردود 64.0%

المذيبات

ظروف التفاعل

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

المعالجة

  1. 1
    ترشيحthe reaction mixture was filtered
  2. 2
    غسيلthe residue was washed with 150 ml of dichloromethane
  3. 3
    workup.ADDITIONThe combined solution was treated by the column chromatography (silica gel/dichloromethane) without additional treatments and 16 g (the yield: 64%) of a white solid of 1-(bromomethyl)-2-(dibromomethyl)naphthalene
  4. 4
    أخرىwas obtained

الإجراء التجريبي

In 150 ml of carbon tetrachloride, 20 g (64 mmole) of 1,2-bis(bromomethyl)naphthalene and 23 g (130 mmole) of N-bromosuccinimide were suspended. To the obtained suspension, 1.1 g (6.7 mmole) of 2,2′-azobis(isobutyronitrile) was added and the mixture was vigorously stirred at 100° C. for 2 hours. After the reaction was completed, the reaction mixture was filtered and the residue was washed with 150 ml of dichloromethane. The filtrate and the washing were combined. The combined solution was treated by the column chromatography (silica gel/dichloromethane) without additional treatments and 16 g (the yield: 64%) of a white solid of 1-(bromomethyl)-2-(dibromomethyl)naphthalene was obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06489046B1uspto-grants-2002_12