HCID 73792980, compound → HCID 21469779, compound

HRID 1938638Notes

Reaction equation

HRID 1938638 reaction equation
Cl.[CH2:2]([N:4]([CH2:31][CH3:32])[CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[Cl:18])=[CH:12][CH:11]=1)[CH3:3]>O1CCCC1>[ClH:18].[CH2:31]([N:4]([CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13](/[C:16](/[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[C:17](\[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)/[Cl:18])=[CH:12][CH:11]=1)[CH3:32]

Participants

3

Reactant 1

HCID 73792980HCID 73792980, compound

Product 1

HCID 21469779HCID 21469779, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Combine (E and Z)-1-[4-(4-diethylaminobutoxy)phenyl]-1,2-diphenyl-2-chloro-ethylene hydrochloride salt (0.45 mol) and tetrahydrofuran (2 L). Heat to reflux. After 1 hour, cool to ambient temperature to give a solid. Collect the solid by filtration, rinse with tetrahydrofuran, and dry. Combine the solid and tetrahydrofuran (420 mL) and heat to reflux. After 24 hours, filter the mixture while hot, rinse with tetrahydrofuran, and dry to give (E)-1-[4-(4-diethylaminobutoxy)phenyl]-1,2-diphenyl-2-chloro-ethylene hydrochloride salt: mp; 188°-190° C.

Workup

  1. temperatureHeat to reflux
  2. customto give a solid
  3. customCollect the solid
  4. filtrationby filtration
  5. washrinse with tetrahydrofuran
  6. customdry
  7. temperatureheat to reflux
  8. waitAfter 24 hours
  9. filtrationfilter the mixture while hot,
  10. washrinse with tetrahydrofuran
  11. customdry

Sources & evidence

ORD record
ord-77b453ddfccc4105ab47c2595233a167
Source dataset
uspto-grants-1997_12
Patent number
US05693674

Reaction notes

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