2-[(4-Hydroxynaphthalen-1-yl)oxy]propanoic acid → HCID 23456142, compound

HRID 25871Notes

Reaction equation

HRID 25871 reaction equation
P([O-])(O)(O)=O.[K+].N(S([O-])(=O)=O)(S([O-])(=O)=[O:10])[O].[K+].[K+].[OH:19][C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:23]([O:30][CH:31]([CH3:35])[C:32]([OH:34])=[O:33])=[CH:22][CH:21]=1>O.C(O)C>[C:32]([CH:31]([O:30][C:23]1[C:24]2[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:20](=[O:19])[C:21](=[O:10])[CH:22]=1)[CH3:35])([OH:34])=[O:33]

Participants

6

Reactant 3

HCID 1120152-[(4-Hydroxynaphthalen-1-yl)oxy]propanoic acidHCID 516951Monobasic potassium phosphateHCID 3032624Potassium nitrosodisulfonate

Product 1

HCID 23456142HCID 23456142, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 38.0 g potassium dihydrogen phosphate in 7.5 l of distilled water (pH 4.0) was added 89.4 g (0.33 mol) potassium nitrosodisulfonate (Fremy's reagent). To this solution was added immediately a solution of 34.8 g (0.15 mol) of 2-(4-hydroxy-1-naphthoxy)propionic acid in 125 ml ethanol. The mixture was stirred for 2.5 hours under nitrogen at room temperature. The yellow-brown solid was collected, washed with a litter water and dried (under nitrogen). The yield was 30.0 g (81 percent). The crude product melted at 182° to 184° C.

Workup

  1. customThe yellow-brown solid was collected
  2. washwashed with a litter water
  3. customdried (under nitrogen)

Sources & evidence

ORD record
ord-d467a35bd360402fa8a4d28a0921cce1
Source dataset
uspto-grants-1979_04
Patent number
US04147544

Reaction notes

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