HCID 68379113, compound → HCID 68379077, compound

HRID 1410090Notes

Reaction equation

HRID 1410090 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[CH2:16][C:12]3([CH2:15][O:14][CH2:13]3)[CH2:11]2)[CH:7]=[CH:8][CH:9]=1)([O-])=O.[H][H]>CCO.[Pd]>[CH2:13]1[C:12]2([CH2:11][N:10]([C:6]3[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=3)[NH2:1])[CH2:16]2)[CH2:15][O:14]1

Participants

5

Reactant 2

HCID 68379113HCID 68379113, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68379077HCID 68379077, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 6-(3-nitrophenyl)-2-oxa-6-azaspiro[3.3]heptane (130 mg, 0.59 mmol) in 5 mL of EtOH was added 10% Pd/C (20 mg), the mixture was stirred for 15 hours at room temperature in a hydrogen atmosphere. Insoluble matters were removed and the filtrate was concentrated in vacuo to give 3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)aniline (100 mg, 98%). LC-MS: 191 [M+H]+, tR=0.99 min.

Workup

  1. customInsoluble matters were removed
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-fb1ced158b904d14acf620dbc31416de
Source dataset
uspto-grants-2014_12
Patent number
US08921383B2

Reaction notes

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