HCID 86086990, compound → HCID 66743353, compound

HRID 656326Notes

Reaction equation

HRID 656326 reaction equation
[N:1]([CH:4]1[CH2:9][CH2:8][C:7]2([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[C:11](=[O:18])[O:10]2)[CH2:6][CH2:5]1)=[N+]=[N-]>CO.[Pd]>[NH2:1][CH:4]1[CH2:5][CH2:6][C:7]2([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[C:11](=[O:18])[O:10]2)[CH2:8][CH2:9]1

Participants

4

Reactant 1

HCID 86086990HCID 86086990, compound

Product 1

HCID 66743353HCID 66743353, compoundYield 112.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4′-azido-3H-spiro[2-benzofuran-1,1′-cyclohexan]-3-one (90 mg, 0.36 mmol) in methanol (5 mL) with 10% palladium on charcoal (30 mg) was stirred under hydrogen atmosphere (balloon) for 1 hour. After filtration, the solution was concentrated to yield 88 mg of 4′-amino-3H-spiro[2-benzofuran-1,1′-cyclohexan]-3-one (yield: 90%).

Workup

  1. filtrationAfter filtration
  2. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-e88e75be7313404a9474ece26ac58fdd
Source dataset
uspto-grants-2011_12
Patent number
US08071624B2

Reaction notes

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