Sulfuric Acid → HCID 13090978, compound

HRID 2163402Notes

Reaction equation

HRID 2163402 reaction equation
[CH2:1]([C:3]1[C:17]([O:18][CH2:19][CH2:20][CH2:21][O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[CH2:29][CH2:30][CH3:31])=[CH:16][CH:15]=[CH:14][C:4]=1[O:5]/[C:6](=[CH:10]\[C:11](O)=[O:12])/[C:7]([OH:9])=[O:8])[CH3:2].S(=O)(=O)(O)O.C(=O)([O-])[O-].[Na+].[Na+]>O>[CH2:1]([C:3]1[C:4]2[O:5][C:6]([C:7]([OH:9])=[O:8])=[CH:10][C:11](=[O:12])[C:14]=2[CH:15]=[CH:16][C:17]=1[O:18][CH2:19][CH2:20][CH2:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[CH2:29][CH2:30][CH3:31])[CH3:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 70605290HCID 70605290, compound

Product 1

HCID 13090978HCID 13090978, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.07 parts of 2-ethyl-3-(3-[2-propylphenoxy]propoxy)phenoxyfumaric acid and 1 part of concentrated sulphuric acid was shaken at room temperature for seventeen hours, then 25 parts of water were added. The resulting solution was made basic by addition of excess sodium carbonate, then re-acidified with 2N hydrochloric acid and extracted with ethyl acetate. Evaporation of the ethyl acetate under reduced pressure gave an oil which on trituration with acetone gave 0.674 parts of 8-ethyl-4-oxo-7-(3-[2-propylphenoxy]propoxy)-4H-1-benzopyran-2-carboxylic acid, m.pt. 198°-199°.

Workup

  1. extractionre-acidified with 2N hydrochloric acid and extracted with ethyl acetate
  2. customEvaporation of the ethyl acetate under reduced pressure
  3. customgave an oil which on trituration with acetone

Sources & evidence

ORD record
ord-f8486f19f6094481952ce8c76acc57d1
Source dataset
uspto-grants-1979_01
Patent number
US04133889

Reaction notes

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