Water → Phenolphthalin

HRID 1195213Notes

Reaction equation

HRID 1195213 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[C:10]([C:18]3[CH:19]=[CH:20][C:21]([OH:24])=[CH:22][CH:23]=3)([C:11]3[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=3)[O:9][C:7](=[O:8])[C:5]=2[CH:6]=1.O.[OH-].[Na+]>C(O)C.[Zn]>[CH:2]1[CH:3]=[C:4]([CH:10]([C:18]2[CH:19]=[CH:20][C:21]([OH:24])=[CH:22][CH:23]=2)[C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)[C:5]([C:7]([OH:9])=[O:8])=[CH:6][CH:1]=1

Participants

6

Reactant 3

HCID 962WaterHCID 4764PhenolphthaleinHCID 14798Sodium Hydroxide

Product 1

HCID 66494PhenolphthalinYield 95%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 23994ZincSolvent

Procedure

To a 3 L 3-necked flask containing 60 g of phenolphthalein (A), 450 ml of water and 525 ml of ethanol was added 450 mL of 50% sodium hydroxide solution in ethanol and 300 g of zinc powder. The contents were heated to reflux and maintained at that temperature for 12 hrs. The solution was cooled to room temperature, filtered and acidified until phenolphthalin precipitated as a white powder. This was collected by filtration and dried at 80° C. for 24 hrs at reduced pressure. Yield=95%. m.p.=234°-236° C.

Workup

  1. temperatureThe contents were heated
  2. temperatureto reflux
  3. temperaturemaintained at that temperature for 12 hrs
  4. filtrationfiltered
  5. customprecipitated as a white powder
  6. filtrationThis was collected by filtration
  7. customdried at 80° C. for 24 hrs at reduced pressure

Sources & evidence

ORD record
ord-88f4a52527424cbfa154b98fc963c026
Source dataset
uspto-grants-1992_05
Patent number
US05110934

Reaction notes

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