Acetic Acid → HCID 86747764, compound

HRID 1653908Notes

Reaction equation

HRID 1653908 reaction equation
[K:1].[OH:2][C:3]1[CH:12]=[CH:11][C:10]([CH:13]=[CH:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([OH:24])(=[O:23])=[O:22])=[CH:17][CH:16]=2)=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].[C:25](O)(=[O:27])[CH3:26].C(OC(=O)C)(=O)C.S(=O)(=O)(O)O>C(OCC)C>[K:1].[C:25]([O:2][C:3]1[CH:12]=[CH:11][C:10]([CH:13]=[CH:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([OH:24])(=[O:22])=[O:23])=[CH:17][CH:16]=2)=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6])(=[O:27])[CH3:26]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 7918Acetic Anhydride2×HCID 86748605HCID 86748605, compound

Product 1

HCID 86747764HCID 86747764, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Methyl 2-hydroxy-5-[2-(4-sulfophenyl)ethenyl]benzoate potassium salt (57.5 g, 0.15 mol), acetic acid (35 ml) and acetic anhydride (142 ml) were refluxed until the major part of the solids had dissolved, and then more acetic anhydride (142 ml) and sulfuric acid (1 ml) were added. After boiling for 1.5 h, the mixture was cooled to room temperature and diethyl ether was added to complete precipitation. After filtration and drying, the yield was 43.4 g (69%).

Workup

  1. dissolutionhad dissolved
  2. filtrationAfter filtration
  3. customdrying

Sources & evidence

ORD record
ord-d61321c720804de19c4f41e0b9792840
Source dataset
uspto-grants-1995_04
Patent number
US05403930

Reaction notes

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