Propylamine → Ethyl {2-methyl-4-[(propylamino)methyl]phenoxy}acetate

HRID 1269591Notes

Reaction equation

HRID 1269591 reaction equation
C(N)CC.[CH2:5]([NH:9][CH2:10][C:11]1[CH:23]=[CH:22][C:14]([O:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:13]([CH3:24])[CH:12]=1)[CH2:6][CH2:7]C>>[CH3:24][C:13]1[CH:12]=[C:11]([CH2:10][NH:9][CH2:5][CH2:6][CH3:7])[CH:23]=[CH:22][C:14]=1[O:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18]

Participants

3

Reactant 2

HCID 7852PropylamineHCID 58622846Ethyl {4-[(butylamino)methyl]-2-methylphenoxy}acetate

Product 1

HCID 58622861Ethyl {2-methyl-4-[(propylamino)methyl]phenoxy}acetate

Procedure

Prepared using n-propyl amine (1.67 mL, 20.3 mmol) and the synthetic procedure described for Intermediate 7. Purification of the crude product by SCX SPE (5×10 g) loading and washing with EtOH and then eluting product with 5% NH3 in EtOH, and removal of the solvent in vacuo yielded the title compound as a brown oil (2.4 g).

Workup

  1. customPrepared
  2. customPurification of the crude product by SCX SPE (5×10 g) loading
  3. washwashing with EtOH
  4. customeluting product with 5% NH3 in EtOH, and removal of the solvent in vacuo

Sources & evidence

ORD record
ord-2a2f87f217ca4b87bae89dabd9c6c931
Source dataset
uspto-grants-2007_04
Patent number
US07199239B2

Reaction notes

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