Hydrogen Peroxide → 3-(3-Bromopropyl)benzamide

HRID 1030955Notes

Reaction equation

HRID 1030955 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([C:11]#[N:12])[CH:8]=[CH:9][CH:10]=1.C(=O)(O)[O-:14].[K+].OO.O>CO.C(=O)([O-])[O-].[K+].[K+]>[Br:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][CH:10]=1)[C:11]([NH2:12])=[O:14]

Participants

7

Procedure

To 15.2 g (0.067 mole) of 3-(3-bromopropyl)cyanobenzene (the product of step (c)) in 55 ml methanol, 2.2 g potassium bicarbonate was added; to that mixture, 15.2 ml of 30% hydrogen peroxide was added dropwise. The reaction mixture was stirred for about 45 minutes. Then, 113 mg potassium carbonate was added and the resulting mixture was stirred overnight. Water (about 35 ml) was added to the reaction mixture and the resulting solution put in a freezer for about 50 minutes. The solid was collected by filtration and dried overnight to give 15.9 g of the above-identified product as a solid, melting point 109° C.

Workup

  1. stirringthe resulting mixture was stirred overnight
  2. waitthe resulting solution put in a freezer for about 50 minutes
  3. filtrationThe solid was collected by filtration
  4. customdried overnight

Sources & evidence

ORD record
ord-f541384c5d04452085b5455b43562373
Source dataset
uspto-grants-1992_04
Patent number
US05108363

Reaction notes

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