Acetic Anhydride → HCID 86733564, compound

HRID 1658341Notes

Reaction equation

HRID 1658341 reaction equation
[Na:1].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:16]2[CH:21]=[CH:20][C:19]([O:22][S:23]([OH:26])(=[O:25])=[O:24])=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:5][CH:4]=1.[C:27](OC(=O)C)(=[O:29])[CH3:28].C([O-])(=O)C.[Na+]>>[Na:1].[C:27]([O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([C:16]2[CH:21]=[CH:20][C:19]([O:22][S:23]([OH:26])(=[O:25])=[O:24])=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:7][CH:8]=1)(=[O:29])[CH3:28]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 86733565HCID 86733565, compound

Product 1

HCID 86733564HCID 86733564, compound

Procedure

100 g. 4-hydroxyphenyl-4-sulphoxyphenyl-(2-pyridyl)-methane sodium salt were treated with 400 ml. acetic anhydride and 100 g. anhydrous sodium acetate under conditions similar to those described in Example 4. The reaction mixture was filtered and the filtrate was concentrated at a reduced temperature and under reduced pressure. By subsequently adding excess diethyl ether, there was obtained a crystalline solid which was further purified with appropriate mixtures of ethanol and diethyl ether. A high yield of pure 4-acetoxyphenyl-4-sulphoxyphenyl-(2pyridyl)-methane sodium salt was thus obtained in the form of colourless crystals which melted at 142° - 143°C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated at a reduced temperature and under reduced pressure
  3. customBy subsequently adding excess diethyl ether, there was obtained a crystalline solid which
  4. customwas further purified with appropriate mixtures of ethanol and diethyl ether

Sources & evidence

ORD record
ord-9c7af7166dea4c3080ca13aa8ed0da6d
Source dataset
uspto-grants-1976_06
Patent number
US03963732

Reaction notes

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