HCID 18188087, compound → t-Butyl 4-amino-3-hydroxy-5-methyl-phenylacetate

HRID 49707Notes

Reaction equation

HRID 49707 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH:5]=[C:6]([CH3:11])[C:7]=1[N+:8]([O-])=O>C(O)C.[Pd]>[NH2:8][C:7]1[C:6]([CH3:11])=[CH:5][C:4]([CH2:12][C:13]([O:15][C:16]([CH3:18])([CH3:17])[CH3:19])=[O:14])=[CH:3][C:2]=1[OH:1]

Participants

4

Reactant 1

HCID 18188087HCID 18188087, compound

Product 1

HCID 18188095t-Butyl 4-amino-3-hydroxy-5-methyl-phenylacetateYield 91.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of t-butyl 3-hydroxy-5-methyl-4-nitrophenylacetate (0.47 g, Reference Example 11) in ethanol (25 mL) was treated with palladium on charcoal (approximately 0.08 g, 10%) and stirred under a hydrogen atmosphere. After 4 hours the mixture was filtered through a pad of celite and the filtrate was evaporated to give the title compound (0.38 g) as a green oil.

Workup

  1. filtrationAfter 4 hours the mixture was filtered through a pad of celite
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-edd0b289e01046f79badea7eddcd0376
Source dataset
uspto-grants-2004_03
Patent number
US06706738B2

Reaction notes

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