Citric Acid → HCID 86751492, compound

HRID 2292503Notes

Reaction equation

HRID 2292503 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]([CH2:45][CH3:46])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:29]=[CH:28][C:27](/[C:30](/[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[C:31](\[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)/[Cl:32])=[CH:26][CH:25]=1)[CH3:15]>C(O)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].[CH2:45]([N:16]([CH2:14][CH3:15])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:29]=[CH:28][C:27](/[C:30](/[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[C:31](\[C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)/[Cl:32])=[CH:26][CH:25]=1)[CH3:46]

Participants

4

Reactant 2

HCID 311Citric Acid2×HCID 21469784HCID 21469784, compound

Product 1

HCID 86751492HCID 86751492, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
-20 °C

Procedure

Combine citric acid (370 mg, 0.80 mmol) and ethanol (4 mL) and heat until the solid dissolves. Combine (E)-1-[4-(6-diethylaminohexoxy)phenyl]-1,2-diphenyl-2-chloro-ethylene (154 mg, 0.80 mmol) and warm ethanol (5 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; 84°-87° 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-c7582fdf85f4491f948197005ca7e40c
Source dataset
uspto-grants-1997_11
Patent number
US05684004

Reaction notes

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