Water → HCID 21558243, compound

HRID 1578717Notes

Reaction equation

HRID 1578717 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH2:6]([O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([C:25]3[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])=[CH:27][CH:26]=3)[O+:19]=2)=[CH:14][CH:13]=1)[CH2:7][CH2:8][CH2:9][CH3:10].[CH2:37]([O:42][C:43]1[CH:48]=[CH:47][C:46]([C:49]2[O:50][C:51]([C:56]3[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=3)=[CH:52][C:53](=O)[CH:54]=2)=[CH:45][CH:44]=1)[CH2:38][CH2:39][CH2:40][CH3:41].C(OC(=O)C)(=O)C.O>C(O)C>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH2:6]([O:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[CH:23]=[C:22]([CH:24]=[C:53]3[CH:52]=[C:51]([C:56]4[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=4)[O:50][C:49]([C:46]4[CH:45]=[CH:44][C:43]([O:42][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[CH:48][CH:47]=4)=[CH:54]3)[CH:21]=[C:20]([C:25]3[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])=[CH:27][CH:26]=3)[O+:19]=2)=[CH:16][CH:17]=1)[CH2:7][CH2:8][CH2:9][CH3:10]

Participants

6

Reactant 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 21558238HCID 21558238, compoundHCID 21558245HCID 21558245, compound

Product 1

HCID 21558243HCID 21558243, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.1 g. of 2,6-bis(4-amyloxyphenyl)-4-methylpyrylium perchlorate, 2.0 g. of 2-(4-amyloxyphenyl)-6-phenyl-4-pyrone, and 20 ml. of acetic anhydride are stirred and heated at its boiling temperature for 5 to 10 minutes, cooled, diluted with ethanol with stirring, and chilled in a freezer. A solid separates from the mixture and is collected and washed with water. Another crop is obtained by adding water to the reaction mixture, extracting with dichloromethane, removing the solvent by evaporation, and recrystallizing the residue from acetic acid. The two crops are combined and recrystallized again from acetic acid. mp = 68°C. The theoretical values calculated for C50H55ClO, and the actual values found are as follows:

Workup

  1. additionA mixture of 3.1 g
  2. temperatureheated at its boiling temperature for 5 to 10 minutes
  3. temperaturecooled
  4. temperaturechilled in a freezer
  5. customA solid separates from the mixture and is collected
  6. washwashed with water
  7. customAnother crop is obtained
  8. extractionextracting with dichloromethane
  9. customremoving the solvent
  10. customby evaporation
  11. customrecrystallizing the residue from acetic acid
  12. customrecrystallized again from acetic acid

Sources & evidence

ORD record
ord-725ed37cda0244d2a1204634dcb4144b
Source dataset
uspto-grants-1976_02
Patent number
US03938994

Reaction notes

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