Dipropylamine → HCID 20239561, compound

HRID 364649Notes

Reaction equation

HRID 364649 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[C:5]([CH2:18][CH3:19])([OH:17])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15]Br)=[CH:8][CH:7]=1.[CH2:23]([NH:26][CH2:27][CH2:28]C)[CH2:24]C>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[C:5]([CH2:18][CH3:19])([OH:17])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][N:26]([CH2:27][CH3:28])[CH2:23][CH3:24])=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 8902DipropylamineHCID 20239575HCID 20239575, compound

Product 1

HCID 20239561HCID 20239561, compound

Procedure

19.2 g. of 3-chloro-4'-(3-bromopropoxy)-α-ethyl-benzhydrol and 51 ml. of dipropyl amine are refluxed for 8 hours, and the reaction mixture is then evaporated in vacuo. To the residue water is added and it is extracted with benzene. The benzene phase is washed with water, dried over anhydrous magnesium sulfate, and the solution is evaporated under reduced pressure. Distillation of the residue in vacuo yields 11.5 g. of the title compound, boiling at 203° to 206° C./13.3 Pa.

Workup

  1. customthe reaction mixture is then evaporated in vacuo
  2. additionTo the residue water is added
  3. extractionit is extracted with benzene
  4. washThe benzene phase is washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solution is evaporated under reduced pressure
  7. distillationDistillation of the residue in vacuo
  8. customyields 11.5 g

Sources & evidence

ORD record
ord-50ee3c1992de486885f1836392b6a7f9
Source dataset
uspto-grants-1986_08
Patent number
US04605672

Reaction notes

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