Water → HCID 67425694, compound

HRID 2235344Notes

Reaction equation

HRID 2235344 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:8](=[O:18])[C:7]12[CH2:20][CH2:19]1)([O-])=O.O>CCOC(C)=O.Cl[Sn]Cl>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:8](=[O:18])[C:7]12[CH2:20][CH2:19]1

Participants

5

Reactant 2

HCID 962WaterHCID 67426609HCID 67426609, compound

Product 1

HCID 67425694HCID 67425694, compoundYield 11.1%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 24479Stannous ChlorideSolvent

Procedure

5′-Nitro-1′-pentyl-spiro[cyclopropane-1,3′-indoline]-2′-one (29.3 g) is dissolved in EtOAc (266 ml) and SnCl2.2 H2O (96.0 g; 427 mmol) is added. The reaction mixture is refluxed overnight, cooled and filtered over Al2O3. After an aqueous work-up of the filtrate the compound (2.9 g) is obtained.

Workup

  1. temperatureThe reaction mixture is refluxed overnight
  2. temperaturecooled
  3. filtrationfiltered over Al2O3

Sources & evidence

ORD record
ord-2a85a80ccad3439b95c5d3c823d625ba
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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