HCID 15165641, compound → HCID 15165642, compound

HRID 727960Notes

Reaction equation

HRID 727960 reaction equation
[N+:1]([C:4]1[CH:30]=[CH:29][CH:28]=[CH:27][C:5]=1[O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH:14][C:15](=[O:24])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:9][C:8]=1[O:25][CH3:26])([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:30]=[CH:29][CH:28]=[CH:27][C:5]=1[O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH:14][C:15](=[O:24])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:9][C:8]=1[O:25][CH3:26]

Participants

5

Reactant 2

HCID 15165641HCID 15165641, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15165642HCID 15165642, compoundYield 97.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-(4-(2-nitrophenoxy)-3-methoxyphenylmethyl)nonanamide (1.23 g) is dissolved in methanol (50 mL). To this is added 10% palladium on charcoal (100.1 mg). The mixture is placed on a Paar shaker for 60 minutes at room temperature and 42 psi hydrogen. The mixture is filtered through celite, evaporated to dryness on a rotary evaporator, then dried overnight at room temperature and reduced pressure (0.5 mm Hg) to yield N-(4-(2-aminophenoxy)-3-methoxyphenylmethyl)nonanamide (1.11 g, 97%).

Workup

  1. filtrationThe mixture is filtered through celite
  2. customevaporated to dryness on a rotary evaporator
  3. customdried overnight at room temperature

Sources & evidence

ORD record
ord-14e30438c00842fe93675655c89196e4
Source dataset
uspto-grants-1991_09
Patent number
US05045565

Reaction notes

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