Citric Acid → HCID 86751491, compound

HRID 2292501Notes

Reaction equation

HRID 2292501 reaction equation
[C:1]([OH:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([OH:11])=[O:10])([C:5]([OH:7])=[O:6])[OH:4].[CH2:14]([N:16]([CH2:44][CH3:45])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26](/[C:29](/[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[C:30](/[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)\[Cl:31])=[CH:25][CH:24]=1)[CH3:15]>C(O)(C)C>[C:1]([OH:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([OH:11])=[O:10])([C:5]([OH:7])=[O:6])[OH:4].[CH2:44]([N:16]([CH2:14][CH3:15])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26](/[C:29](/[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[C:30](/[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)\[Cl:31])=[CH:25][CH:24]=1)[CH3:45]

Participants

4

Reactant 2

HCID 311Citric Acid2×HCID 86749551HCID 86749551, compound

Product 1

HCID 86751491HCID 86751491, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Conditions

Temperature
-20 °C

Procedure

Combine citric acid (192.13 mg, 1.21 mmol) and isopropanol (3 mL) and heat until the solid dissolves. Combine (Z)-1-[4-(5-diethylaminopentoxy)phenyl]-1,2-diphenyl-2-chloro-ethylene (543.2 mg, 1.21 mmol) and warm isopropanol (3 mL) and add with stirring to the citric acid solution prepared above. Filter while still warm and then cool in a freezer at -20° C. until crystals begin to form and then allow to stand at ambient temperature for 18 hours. Filter to give the title compound as a solid: mp; 124°-127° C.

Workup

  1. dissolutiondissolves
  2. additionadd
  3. customprepared above
  4. filtrationFilter
  5. temperaturewhile still warm
  6. customto form
  7. filtrationFilter

Sources & evidence

ORD record
ord-e7f30760cdad4355a793a2715080db87
Source dataset
uspto-grants-1997_11
Patent number
US05684004

Reaction notes

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