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

HRID 1066760Notes

Reaction equation

HRID 1066760 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-57baa275572e4c08bc7bd4043a28ed39
Source dataset
uspto-grants-2001_06
Patent number
US06245775B1

Reaction notes

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