Ethanol → Ethyl 4-bromobenzene-1-carboximidate

HRID 1020940Notes

Reaction equation

HRID 1020940 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[CH3:10][CH2:11][OH:12]>>[CH2:11]([O:12][C:6](=[NH:7])[C:5]1[CH:8]=[CH:9][C:2]([Br:1])=[CH:3][CH:4]=1)[CH3:10]

Participants

3

Reactant 2

HCID 702EthanolHCID 12162Benzonitrile, 4-bromo-

Product 1

HCID 10466301Ethyl 4-bromobenzene-1-carboximidate

Conditions

Temperature
2.5 °C

Procedure

4-Bromo-benzonitrile (5 g) was suspended in absolute EtOH (100 ml) and cooled to 0-5° C. HCl gas was bubbled through, initially vigorously for several minutes and later slowly for 5 hours. The resulting solution was allowed to stir overnight. Most of solvent was removed and the precipitate was filtered, washed with EtOH twice and dried to afford compound 2BO (4.1 g) as white solid.

Workup

  1. customHCl gas was bubbled through, initially vigorously for several minutes
  2. customMost of solvent was removed
  3. filtrationthe precipitate was filtered
  4. washwashed with EtOH twice
  5. customdried
  6. customto afford compound 2BO (4.1 g) as white solid

Sources & evidence

ORD record
ord-44d2fbbcca4c4294bccffbf5842c5f7f
Source dataset
uspto-grants-2014_05
Patent number
US08716483B2

Reaction notes

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