Acetic Anhydride → HCID 86733561, compound

HRID 1658339Notes

Reaction equation

HRID 1658339 reaction equation
[Na:1].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:21]2[CH:26]=[CH:25][C:24]([O:27][S:28]([OH:31])(=[O:30])=[O:29])=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][CH:4]=1.[C:32](OC(=O)C)(=[O:34])[CH3:33].C([O-])(=O)C.[Na+]>>[Na:1].[C:32]([O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]([C:21]2[CH:26]=[CH:25][C:24]([O:27][S:28]([OH:31])(=[O:30])=[O:29])=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:7][CH:8]=1)(=[O:34])[CH3:33]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 86733562HCID 86733562, compound

Product 1

HCID 86733561HCID 86733561, compound

Procedure

15 g. of the above-described ethyl α-(4-hydroxyphenyl)-α-(4-sulphoxyphenyl)-2-pyridine-acetate sodium salt were treated with 75 ml. acetic anhydride and 15 g. anhydrous sodium acetate for 18 hours at ambient temperature and then heated and stirred for 1 hour. The reaction mixture was filtered and the solution treated with excess diethyl ether to give an abundant precipitate. The product was filtered off and purified with ethanol-ether to give the desired ethyl α-(4-acetoxyphenyl)α-(4-sulphoxyphenyl)-2-pyridine-acetate sodium salt in the form of colourless crystals.

Workup

  1. temperatureheated
  2. filtrationThe reaction mixture was filtered
  3. additionthe solution treated with excess diethyl ether
  4. customto give an abundant precipitate
  5. filtrationThe product was filtered off
  6. custompurified with ethanol-ether

Sources & evidence

ORD record
ord-e9394af1ddc849cfa18501325427ecc8
Source dataset
uspto-grants-1976_06
Patent number
US03963732

Reaction notes

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