Acetic Anhydride → 4-[3-(2,6-Diphenyl-4H-pyran-4-ylidene)-2-phenylpropen-1-yl]flavylium perchlorate

HRID 46412Notes

Reaction equation

HRID 46412 reaction equation
[C:1]1([C:7]2[O:8][C:9]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:10][C:11](=[CH:13][C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=O)[CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:28]([O-:32])(=[O:31])(=[O:30])=[O:29].[CH3:33][C:34]1[C:43]2[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=2)[O+:37]=[C:36]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[CH:35]=1.C(OC(=O)C)(=O)C>>[Cl:28]([O-:32])(=[O:31])(=[O:30])=[O:29].[C:22]1([C:9]2[O:8][C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[CH:12][C:11](=[CH:13][C:14]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:33][C:34]3[C:43]4[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=4)[O+:37]=[C:36]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=4)[CH:35]=3)[CH:10]=2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 122725282-(2,6-diphenyl-4H-pyran-4-ylidene)-1-phenylethanoneHCID 12334189HCID 12334189, compound

Product 1

HCID 740422794-[3-(2,6-Diphenyl-4H-pyran-4-ylidene)-2-phenylpropen-1-yl]flavylium perchlorate

Procedure

A mixture of 1 g. 2,6-diphenyl-4-phenacylidene-4H-pyran, 1.3 g. of 4-methylflavylium perchlorate and 20 ml. of acetic anhydride was refluxed for 15 minutes, chilled and the solid was collected and purified by extraction. The resultant product had a melting point of 299°-300° C. and was identified as the above-noted pyrylium salt having an empirical formula of C41H29ClO6.

Workup

  1. additionA mixture of 1 g
  2. temperaturechilled
  3. customthe solid was collected
  4. custompurified by extraction

Sources & evidence

ORD record
ord-03da321513f0404792416c7c9c01b9a8
Source dataset
uspto-grants-1979_11
Patent number
US04173473

Reaction notes

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