Cyanogen Bromide → HCID 58541086, compound

HRID 660326Notes

Reaction equation

HRID 660326 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([OH:11])=[O:10])=[CH:4][C:3]=1[OH:13].Br[C:15]#[N:16].[OH-].[Na+]>O>[NH2:16][C:15]1[O:13][C:3]2[CH:4]=[C:5]([CH:8]([CH3:12])[C:9]([OH:11])=[O:10])[CH:6]=[CH:7][C:2]=2[N:1]=1

Participants

5

Reactant 3

HCID 10476Cyanogen BromideHCID 14798Sodium HydroxideHCID 12370789HCID 12370789, compound

Product 1

HCID 58541086HCID 58541086, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of 2-(4-Amino-3-hydroxy-phenyl)-propionic acid (1.02 g) in H2O was added BrCN (648 mg) at room temperature. After stirred for 40 h at room temperature, the reaction mixture was neutralized with 30% aq. NaOH to pH 6˜7 and then stirred for 1 hour. The solid was filtered, washed with water and dried under reduced vacuum to afford the product as yellow solid. (760 mg, 65.5%)

Workup

  1. stirringstirred for 1 hour
  2. filtrationThe solid was filtered
  3. washwashed with water
  4. customdried under reduced vacuum

Sources & evidence

ORD record
ord-670bcd10efcd4192ab553d2d23b09d63
Source dataset
uspto-grants-2011_12
Patent number
US08084484B2

Reaction notes

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