Hydrogen Bromide → HCID 21402603, compound

HRID 973275Notes

Reaction equation

HRID 973275 reaction equation
[CH2:1]([C:4]1[CH:5]=[C:6]([CH2:18][CH2:19][CH3:20])[C:7]2[O:12][C:11]([C:13](N)=[O:14])=[CH:10][C:9](=[O:16])[C:8]=2[CH:17]=1)[CH2:2][CH3:3].Br.C(=O)(O)[O-:23].[Na+].C(=O)(O)[O-]>C(O)(=O)C>[CH2:1]([C:4]1[CH:5]=[C:6]([CH2:18][CH2:19][CH3:20])[C:7]2[O:12][C:11]([C:13]([OH:23])=[O:14])=[CH:10][C:9](=[O:16])[C:8]=2[CH:17]=1)[CH2:2][CH3:3]

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 769Bicarbonate IonHCID 516892Sodium BicarbonateHCID 21402618HCID 21402618, compound

Product 1

HCID 21402603HCID 21402603, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A mixture of 1.0 parts of 6,8-dipropyl-4-oxo-4H-1-benzopyran-2-carboxamide, 20 parts of glacial acetic acid, and 20 parts of a solution of hydrogen bromide (45% weight/volume) in glacial acetic acid was heated at reflux for 3 hours, then the organic layer with saturated sodium bicarbonate solution, followed by acidification of the bicarbonate layer, afforded 0.16 parts of 6,8-dipropyl-4-oxo-4H-1-benzopyran-2-carboxylic acid, melting point 183°-184° C (decomposition). The melting point, IR spectrum and thin layer chromotographic properties of this material were identical with those of the compound prepared in Example 8.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 3 hours

Sources & evidence

ORD record
ord-47c81685e9444ae9a66448937cd062b9
Source dataset
uspto-grants-1977_10
Patent number
US04055654

Reaction notes

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