Dipropylamine → HCID 20216259, compound

HRID 236570Notes

Reaction equation

HRID 236570 reaction equation
[CH2:1]([C:3]([OH:25])([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=1)[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13]Br)=[CH:6][CH:5]=1)[CH3:2].[CH2:26]([NH:29][CH2:30][CH2:31][CH3:32])[CH2:27][CH3:28]>>[CH2:1]([C:3]([OH:25])([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=1)[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][N:29]([CH2:30][CH2:31][CH3:32])[CH2:26][CH2:27][CH3:28])=[CH:6][CH:5]=1)[CH3:2]

Participants

3

Reactant 2

HCID 8902DipropylamineHCID 20216262HCID 20216262, compound

Product 1

HCID 20216259HCID 20216259, compound

Procedure

20.8 g. of α-ethyl-α-(3-trifluoromethylphenyl)-4-(3-bromopropoxy)-benzylalcohol and 41 ml. of dipropyl amine are slightly refluxed with stirring for 6 hours. After cooling, the reaction mixture is evaporated under reduced pressure. To the residue water is added and it is extracted with benzene. The benzene phase is washed with water, dried over anhydrous potassium carbonate and evaporated. The residue is fractionated in vacuo to yield 17.2 g. of the desired compound, boiling at 176° to 178° C./6.6 Pa.

Workup

  1. temperatureAfter cooling
  2. customthe reaction mixture is evaporated under reduced pressure
  3. additionTo the residue water is added
  4. extractionit is extracted with benzene
  5. washThe benzene phase is washed with water
  6. dry with materialdried over anhydrous potassium carbonate
  7. customevaporated
  8. customto yield 17.2 g

Sources & evidence

ORD record
ord-a309b04a986b489ca914d0c89bfc3531
Source dataset
uspto-grants-1987_02
Patent number
US04645779

Reaction notes

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