Sulfuric Acid → 4-oxo-7-(3-[2-propylphenoxy]propoxy)-4H-1-benzopyran-2-carboxylic acid

HRID 2163398Notes

Reaction equation

HRID 2163398 reaction equation
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][C:10]([O:12][CH2:13][CH2:14][CH2:15][O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH2:23][CH2:24][CH3:25])=[CH:11][C:6]=2[O:5][C:4]([C:26](N)=[O:27])=[CH:3]1.S(=O)(=O)(O)[OH:30]>O1CCOCC1>[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][C:10]([O:12][CH2:13][CH2:14][CH2:15][O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH2:23][CH2:24][CH3:25])=[CH:11][C:6]=2[O:5][C:4]([C:26]([OH:27])=[O:30])=[CH:3]1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 13091002HCID 13091002, compound

Product 1

HCID 130909874-oxo-7-(3-[2-propylphenoxy]propoxy)-4H-1-benzopyran-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A suspension of 1.0 parts of 4-oxo-7-(3-[2-propylphenoxy]propoxy)-4H-1-benzopyran-2-carboxamide in 10 parts of dioxane and 10 parts of 10% v /v sulphuric acid was heated on a steam can for eight hours. The solid obtained on cooling was collected, washed with water and crystallised from acetone to give 0.75 parts of 4-oxo-7-(3-[2-propylphenoxy]propoxy)-4H-1-benzopyran-2-carboxylic acid, m.pt. 164°-166°.

Workup

  1. temperaturewas heated on a steam can for eight hours
  2. customThe solid obtained
  3. temperatureon cooling
  4. customwas collected
  5. washwashed with water
  6. customcrystallised from acetone

Sources & evidence

ORD record
ord-ddcef03b24dd488a98569a0df521b0af
Source dataset
uspto-grants-1979_01
Patent number
US04133889

Reaction notes

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