Formic Acid → HCID 22897225, compound

HRID 2078712Notes

Reaction equation

HRID 2078712 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][C:19]=1[N+:20]([O-])=O)[O:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)([O-])=O.C(O)=O>CO.[Pd]>[N:11]1([CH2:10][CH2:9][CH2:8][O:7][C:6]2[CH:5]=[C:4]([NH2:1])[C:19]([NH2:20])=[CH:18][CH:17]=2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 284Formic AcidHCID 57637399HCID 57637399, compound

Product 1

HCID 22897225HCID 22897225, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-[3-(3,4-Dinitro-phenoxy)-propyl]-piperidine [3.2 g] was dissolved in methanol (20 ml) and palladium on carbon (1.12 g, 10%) and formic acid (2 ml) was added. The mixture was hydrogenated at 50 psi for 3 hours and the mixture was filtered through celite. The filtrate was concentrated to afford 4-(3-piperidin-1-yl-propoxy)-benzene-1,2-diamine [2.45 g, Intermediate (39)] product as a dark oil. LC/MS: 250 (M+H).

Workup

  1. filtrationthe mixture was filtered through celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-e3d18b23005841b7b2101427bb823cf6
Source dataset
uspto-grants-2011_04
Patent number
US07928231B2

Reaction notes

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