HCID 22340554, compound → 2,7-Pyrenedicarboxylic acid, 4,5,9,10-tetrahydro-

HRID 585298Notes

Reaction equation

HRID 585298 reaction equation
[CH2:1]1[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[C:9]([C:17]([OH:19])=[O:18])[CH:8]=[C:7]4[CH:6]=[CH:5][CH:4]3[CH2:3][CH:2]1[C:20]([OH:22])=[O:21]>O.O.O.O.[N+]([O-])([O-])=O.[Zn+2].[N+]([O-])([O-])=O>[CH2:12]1[C:11]2[C:16]3=[C:7]([CH:8]=[C:9]([C:17]([OH:19])=[O:18])[CH:10]=2)[CH2:6][CH2:5][C:4]2=[C:15]3[C:14](=[CH:1][C:2]([C:20]([OH:22])=[O:21])=[CH:3]2)[CH2:13]1

Participants

3

Reactant 1

HCID 22340554HCID 22340554, compound

Product 1

HCID 106614362,7-Pyrenedicarboxylic acid, 4,5,9,10-tetrahydro-

Reagents, catalysts & solvents 1

HCID 57370974Zinc nitrate--water (1/2/4)Catalyst

Conditions

Temperature
105 °C

Procedure

Exact amounts of tetrahydropyrene-2,7-dicarboxylic acid, (4,4′-HPDCH2) (0.015 g, 0.05 mmol), and zinc nitrate tetrahydrate, Zn(NO3)2.4H2O, (0.052 g, 0.20 mmol), were dissolved in 10 ml DEF and placed in a Parr Teflon-lined stainless steel vessel (23 mL). The vessel was sealed and heated at a constant rate (2° C./min) to 105° C. for 20 h and then cooled to room temperature at a rate of 1° C./min. The resultant sample (76%) was filtered and washed with DEF (3×5 mL) yielding IRMOF-11.

Workup

  1. customThe vessel was sealed
  2. temperaturecooled to room temperature at a rate of 1° C./min
  3. filtrationThe resultant sample (76%) was filtered
  4. washwashed with DEF (3×5 mL)

Sources & evidence

ORD record
ord-ca33543d5eae4642a70e7279c4145f64
Source dataset
uspto-grants-2005_08
Patent number
US06930193B2

Reaction notes

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