Acetic Anhydride → HCID 19696175, compound

HRID 863515Notes

Reaction equation

HRID 863515 reaction equation
[C:1]([CH2:4][CH2:5][CH:6]1[C:14]2[C:9](=[CH:10][C:11]([N+:15]([O-])=O)=[CH:12][CH:13]=2)[CH2:8][CH2:7]1)([OH:3])=[O:2].[C:18](OC(=O)C)(=[O:20])[CH3:19]>[Ni].C(O)(=O)C>[C:18]([NH:15][C:11]1[CH:10]=[C:9]2[C:14](=[CH:13][CH:12]=1)[CH:6]([CH2:5][CH2:4][C:1]([OH:3])=[O:2])[CH2:7][CH2:8]2)(=[O:20])[CH3:19]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 19696206HCID 19696206, compound

Product 1

HCID 19696175HCID 19696175, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 2-carboxyethyl-5-nitroindane (34 g, 0.15 mol), Raney nickel (5 g), acetic anhydride (25 mL) and acetic acid (225 mL) was shaken on a Parr hydrogenation apparatus under a hydrogen atmosphere (50 psi) for 30 h. After removing the catalyst, the filtrate was evaporated to give a dark syrup. The residue was purified by column chromatography (3:2 hexane:EtOAc).

Workup

  1. customAfter removing the catalyst
  2. customthe filtrate was evaporated
  3. customto give a dark syrup
  4. customThe residue was purified by column chromatography (3:2 hexane:EtOAc)

Sources & evidence

ORD record
ord-c5af7071b7804867b312c696c89bd7ef
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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