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

HRID 1017597Notes

Reaction equation

HRID 1017597 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 dichioromethane and extracted several times with water. The aqueous phase is evaporated to a vey 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 vey great extent
  5. customan oil being obtained which
  6. customcrystallizes on standing

Sources & evidence

ORD record
ord-5ccdadf434c44f4881d208fcbe123a80
Source dataset
uspto-grants-2002_11
Patent number
US06479503B2

Reaction notes

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