Ammonia → [2-(Prop-2-en-1-yloxy)phenyl]methanamine

HRID 25151Notes

Reaction equation

HRID 25151 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11]Cl)[CH:2]=[CH2:3].[NH3:13]>>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][NH2:13])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 114580661-(Allyloxy)-2-(chloromethyl)benzene

Product 1

HCID 14940440[2-(Prop-2-en-1-yloxy)phenyl]methanamine

Procedure

3.0 g (16.4 mmol) of the compound from Example I are boiled under reflux for 17 hours in 250 ml of a saturated methanolic ammonia solution. The reaction mixture is evaporated in vacuo, the residue is taken up in methanol and the mixture is evaporated again; this process is repeated a few times. The crude product is taken up in dichloromethane and extracted several times with water. The aqueous phase is evaporated to a very great extent, an oil being obtained which crystallizes on standing.

Workup

  1. customThe reaction mixture is evaporated in vacuo
  2. customthe mixture is evaporated again
  3. extractionextracted several times with water
  4. customThe aqueous phase is evaporated to a very great extent
  5. customan oil being obtained which
  6. customcrystallizes on standing

Sources & evidence

ORD record
ord-a00cbcb54b8f47ee845db3020a23743c
Source dataset
uspto-grants-2005_02
Patent number
US06858622B2

Reaction notes

Loading…