2-[4-(4-Nitrophenoxy)butyl]-1H-isoindole-1,3(2H)-dione → HCID 3030019, compound

HRID 1417313Notes

Reaction equation

HRID 1417313 reaction equation
[N+:1]([C:4]1[CH:25]=[CH:24][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]2=[O:23])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]2[C:14](=[O:23])[C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:21]2=[O:22])=[CH:24][CH:25]=1

Participants

4

Reactant 1

HCID 161051422-[4-(4-Nitrophenoxy)butyl]-1H-isoindole-1,3(2H)-dione

Product 1

HCID 3030019HCID 3030019, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 6.8 g of 2-[4-(4-nitro-phenoxy)butyl]-1H-isoindole-1,3(2H)-dione (Example 33) in 200 ml of ethanol is treated with 500 mg of 10% Pd on carbon, and reduced in a Parr hydrogenator. After filtration, concentration of the filtrate gives the desired product, m.p. 119°-121° C.; yield 4.3 g.

Workup

  1. filtrationAfter filtration, concentration of the filtrate

Sources & evidence

ORD record
ord-6de960758f5445b888ed99468905e9ac
Source dataset
uspto-grants-1999_03
Patent number
US05877196

Reaction notes

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