Dipropylamine → HCID 18508366, compound

HRID 1356449Notes

Reaction equation

HRID 1356449 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17]I)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:19]([NH:22][CH2:23][CH2:24][CH3:25])[CH2:20][CH3:21].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][N:22]([CH2:23][CH2:24][CH3:25])[CH2:19][CH2:20][CH3:21])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 8902DipropylamineHCID 11430Potassium CarbonateHCID 11439556HCID 11439556, compound

Product 1

HCID 18508366HCID 18508366, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-(4-benzyloxyphenyl)propyl iodide (1.790 g) in DMF (20 ml) were added N,N-dipropylamine (1.3 ml) and potassium carbonate (1.391 g). The reaction mixture was stirred at room temperature for 29 hr, diluted with water, and extracted with ethyl acetate. The residue was purified by silica gel column chromatography (eluent:hexane/ethyl acetate=1/1) to obtain 3-(4-benzyloxyphenyl)propyl-N,N-dipropylamine (1.589 g).

Workup

  1. extractionextracted with ethyl acetate
  2. customThe residue was purified by silica gel column chromatography (eluent:hexane/ethyl acetate=1/1)

Sources & evidence

ORD record
ord-01155bda771a41cfaa86eed19bf88f14
Source dataset
uspto-grants-2003_07
Patent number
US06586475B1

Reaction notes

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