Ammonium formate → HCID 58421524, compound

HRID 406008Notes

Reaction equation

HRID 406008 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:19]([O-])=O)=[C:6]([CH:18]=1)[O:7][CH:8]1[CH2:17][CH2:16][C:11]2([O:15][CH2:14][CH2:13][O:12]2)[CH2:10][CH2:9]1.C([O-])=O.[NH4+]>CO.[Pd]>[O:12]1[C:11]2([CH2:16][CH2:17][CH:8]([O:7][C:6]3[CH:18]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=3[NH2:19])[CH2:9][CH2:10]2)[O:15][CH2:14][CH2:13]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 58421665HCID 58421665, compound

Product 1

HCID 58421524HCID 58421524, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.446 g Pd/C (5%) were added to a mixture of 4.46 g (8-(5-fluoro-2-nitro-phenoxy)-1,4-dioxa-spiro[4.5]decane and 4.03 g ammonium formate in 50 ml anhydrous methanol at rt. The reaction was initiated by gentle warming. The reaction was allowed to cool and stirred for a further 0.5 hours. The suspension was filtered through celite and washed with methanol. The combined organics were concentrated in vacuo and the residue triturated from diethylether. The solids were filtered and the filtrate collected and concentrated in vacuo to yield a solid.

Workup

  1. temperatureto cool
  2. filtrationThe suspension was filtered through celite
  3. washwashed with methanol
  4. concentrationThe combined organics were concentrated in vacuo
  5. customthe residue triturated from diethylether
  6. filtrationThe solids were filtered
  7. customthe filtrate collected
  8. concentrationconcentrated in vacuo
  9. customto yield a solid

Sources & evidence

ORD record
ord-1d04476649d04dacad1668f703eb3f0a
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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