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

HRID 2292590Notes

Reaction equation

HRID 2292590 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-e77beb90fa3949228b296932d8ee6669
Source dataset
uspto-grants-1997_11
Patent number
US05684014

Reaction notes

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