HCID 67154078, compound → HCID 67154028, compound

HRID 1400149Notes

Reaction equation

HRID 1400149 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH2:16][CH2:17][CH3:18])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:6][CH:5]=1)([O-])=O>O1CCCC1.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH:10]([CH2:16][CH2:17][CH3:18])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 67154078HCID 67154078, compound

Product 1

HCID 67154028HCID 67154028, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
23 °C

Procedure

5.3 g of ethyl 2-(4-nitrophenyl)pentanoate are dissolved in 55 ml of tetrahydrofuran, 1 g of 5% Pd/C (52.3% of water) is added, and the mixture is stirred at 23° C. under a hydrogen atmosphere for 1 h. After aeration, the solid material is filtered off, and the filtrate is evaporated to dryness in vacuo. Yield: 4.7 g (99%) of ethyl 2-(4-aminophenyl)pentanoate (oil); LC-MS retention time: 1.40 min (“nonpolar” gradient).

Workup

  1. filtrationAfter aeration, the solid material is filtered off
  2. customthe filtrate is evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-8b8b7a2e469d4e0da0be530fffcf372d
Source dataset
uspto-grants-2014_12
Patent number
US08906930B2

Reaction notes

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