HCID 14835241, compound → HCID 14835244, compound

HRID 1084908Notes

Reaction equation

HRID 1084908 reaction equation
[CH3:1][N:2]([CH:14]1[CH2:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([N+:23]([O-])=O)[CH:20]=2)[CH2:15]1)[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][CH:6]=1>C(OCC)(=O)C.CO.[Pd]>[NH2:23][C:19]1[CH:20]=[C:21]2[C:16](=[CH:17][CH:18]=1)[CH2:15][CH:14]([N:2]([CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([NH2:11])=[CH:9][CH:10]=1)[CH3:1])[CH2:22]2

Participants

4

Reactant 1

HCID 14835241HCID 14835241, compound

Product 1

HCID 14835244HCID 14835244, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A solution of 2-[N-methyl-N-(4-nitrophenethyl)amino]-5-nitroindane (0.5 g) in ethyl acetate/methanol (40 ml/10 ml) containing 5% Pd/C (0.05 g) was stirred under a hydrogen atmosphere [206.8 kPa (30 psi)] for 4 hours at room temperature. The catalyst was then removed by filtration and the filtrate evaporated in vacuo to give a gum which was triturated with ether. The ether was decanted and evaporated to dryness in vacuo to give the title compound, yield 0.33 g. A small sample was taken and recrystallised from diisopropyl ether, m.p. 112°-114°.

Workup

  1. customThe catalyst was then removed by filtration
  2. customthe filtrate evaporated in vacuo
  3. customto give a gum which
  4. customwas triturated with ether
  5. customThe ether was decanted
  6. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-4f38aa8acbde41e1be10f54a68cdb4b0
Source dataset
uspto-grants-1991_04
Patent number
US05006561

Reaction notes

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