HCID 54054639, compound → HCID 53835619, compound

HRID 1110229Notes

Reaction equation

HRID 1110229 reaction equation
[CH2:1]([O:15][C:16]([C:18]1[CH:23]=[C:22]([N+:24]([O-])=O)[CH:21]=[C:20]([C:27]([O:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])=[O:28])[CH:19]=1)=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>[Pd].C(OCC)(=O)C.C1COCC1>[CH2:30]([O:29][C:27]([C:20]1[CH:21]=[C:22]([NH2:24])[CH:23]=[C:18]([C:16]([O:15][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:17])[CH:19]=1)=[O:28])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43]

Participants

5

Reactant 1

HCID 54054639HCID 54054639, compound

Product 1

HCID 53835619HCID 53835619, compoundYield 98.7%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2.09 g of 5-nitro-1,3-benzenedicarboxylic acid ditetradecyl ester and 0.5 g of 10% palladium on carbon in 80 ml of ethyl acetate and 25 ml of THF was shaken under an initial hydrogen pressure of 53 psi for 17 hours. The catalyst was removed by filtration and the filtrate was concentrated to give 1.96 g of pure 5-amino-1,3-benzenedicarboxylic acid ditetradecyl ester, mp 74°-75°.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f4737f30a9fb41409ecde7f62e51b658
Source dataset
uspto-grants-1994_06
Patent number
US05324747

Reaction notes

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