5-(1-Adamantylethynyl)isophthalic acid dipotassium salt → 5-(1-Adamantylethynyl)isophthalic acid

HRID 251718Notes

Reaction equation

HRID 251718 reaction equation
[K+].[K+].[C:3]12([C:13]#[C:14][C:15]3[CH:16]=[C:17]([C:24]([O-:26])=[O:25])[CH:18]=[C:19]([CH:23]=3)[C:20]([O-:22])=[O:21])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2>O>[C:3]12([C:13]#[C:14][C:15]3[CH:16]=[C:17]([C:24]([OH:26])=[O:25])[CH:18]=[C:19]([CH:23]=3)[C:20]([OH:22])=[O:21])[CH2:4][CH:5]3[CH2:6][CH:7]([CH2:8][CH:9]([CH2:11]3)[CH2:10]1)[CH2:12]2

Participants

3

Reactant 1

HCID 675066175-(1-Adamantylethynyl)isophthalic acid dipotassium salt

Product 1

HCID 675059235-(1-Adamantylethynyl)isophthalic acidYield 99.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Next, 7.6 g of the 5-(1-adamantylethynyl)isophthalic acid dipotassium salt obtained above (19 mmol) was dissolved in 20 mL of ion-exchange water and filtered to remove insoluble matter. Then, 5 mol/L hydrochloric acid was added to a resulting filtrate with agitating so as to have pH of 1. Solid precipitate was collected by filtration, then washed with 50 mL of ion-exchange water and dried under reduced pressure, thus obtaining 6.1 g of 5-(1-adamantylethynyl)isophthalic acid (18.9 mmol; yield: 99.5%).

Workup

  1. filtrationfiltered
  2. customto remove insoluble matter
  3. additionThen, 5 mol/L hydrochloric acid was added to a resulting filtrate
  4. filtrationSolid precipitate was collected by filtration
  5. washwashed with 50 mL of ion-exchange water
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-076ac8bc8b284aa09db7c5c909e32fbd
Source dataset
uspto-grants-2011_01
Patent number
US07863347B2

Reaction notes

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