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

HRID 435865Notes

Reaction equation

HRID 435865 reaction equation
O=C1[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(C#N)=C1.S(=O)(=O)(O)[OH:29].[O:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1>>[O:5]=[C:6]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:34][C:35]=2[O:36][C:37]([C:38]([OH:33])=[O:29])=[CH:11]1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 312751,4-DioxaneHCID 130910034-Oxo-7-(3-[2-propylphenoxy]propoxy)-4H-1-benzopyran-2-carbonitrile

Product 1

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

Procedure

A suspension of 1.0 parts of 4-Oxo-7-(3-[2-propylphenoxy]propoxy)-4H-1-benzopyran-2-carbonitrile in 50 parts of dioxane and 50 parts of 38% v /v sulphuric acid was heated on a steam can for eighteen hours. The solid obtained on cooling was collected, washed with water and crystallised from acetone to give 0.09 parts of 4-oxo-7-(3-[2-propylphenoxy]propoxy)-4H-1-benzopyran-2-carboxylic acid, m.pt. 161°-163°.

Workup

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

Sources & evidence

ORD record
ord-151537e1f9f8475486bd811836add9aa
Source dataset
uspto-grants-1977_02
Patent number
US04006245

Reaction notes

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