Ammonium Hydroxide → 3-Iodobenzylamine

HRID 864888Notes

Reaction equation

HRID 864888 reaction equation
Cl.[I:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6][NH2:7].[OH-].[NH4+]>O>[I:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6][NH2:7]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 27238613-Iodobenzylamine hydrochloride

Product 1

HCID 970123-IodobenzylamineYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of 3-iodobenzylamine hydrochloride dissolved in distilled water (13.2 mL per gram) is added dropwise an aqueous ammonium hydroxide (5.3 mL per gram) solution. A yellow oil separates and is extracted into ethyl acetate (3×6.6 mL per gram). The ethyl acetate layer is dried over anhydrous sodium sulfate and evaporated on a rotovap to obtain 3-iodobenzylamine as a yellow oil (94% yield).

Workup

  1. extractionA yellow oil separates and is extracted into ethyl acetate (3×6.6 mL per gram)
  2. dry with materialThe ethyl acetate layer is dried over anhydrous sodium sulfate
  3. customevaporated on a rotovap

Sources & evidence

ORD record
ord-5a6da5b638cd41c5b5f087ba6e736f13
Source dataset
uspto-grants-1996_10
Patent number
US05565185

Reaction notes

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