Hydrochloric Acid → HCID 15341371, compound

HRID 1940495Notes

Reaction equation

HRID 1940495 reaction equation
[CH2:1]([O:3][P:4]([C:9]1[C:18]2[CH:17]=[CH:16][CH:15]=[C:14]([P:19]([O:24][CH2:25][CH3:26])(=[O:23])[O:20][CH2:21][CH3:22])[C:13]=2[CH:12]=[C:11]([N+:27]([O-])=O)[CH:10]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].Cl>CO.[Pd]>[CH2:1]([O:3][P:4]([C:9]1[C:18]2[CH:17]=[CH:16][CH:15]=[C:14]([P:19]([O:20][CH2:21][CH3:22])(=[O:23])[O:24][CH2:25][CH3:26])[C:13]=2[CH:12]=[C:11]([NH2:27])[CH:10]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 15341370HCID 15341370, compound

Product 1

HCID 15341371HCID 15341371, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Tetraethyl3-nitronaphthalene-1,5-diphosphonate (4.00 g, 9.0 mmol) dissolved in methanol (150 ml) and 1N HCl aqueous solution (10 ml) was stirred with H2 and 5% Pd/C in PARR apparatus until H2 absorption ceased. After catalyst filtration on filter aid, the methanol was evaporated under reduced pressure; the residue was stirred with ethanol (10 ml) and diethyl ether (50 ml) and the separated crystalline solid was filtered, washed and dried to yield the title product isolated as the hydrochloride hemihydrate (3.78 g, decomp. 230°-240° C., 91%).

Workup

  1. filtrationAfter catalyst filtration
  2. filtrationon filter aid
  3. customthe methanol was evaporated under reduced pressure
  4. filtrationthe separated crystalline solid was filtered
  5. washwashed
  6. customdried

Sources & evidence

ORD record
ord-64972e5541c44c4cb6913a968d53d28c
Source dataset
uspto-grants-1997_12
Patent number
US05700788

Reaction notes

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