HCID 86611770, compound → [2-Isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]acetic acid

HRID 2220627Notes

Reaction equation

HRID 2220627 reaction equation
C([CH:8]([O:12][C:13]1[CH:18]=[CH:17][C:16]([B:19]2[O:23][C:22]([CH3:25])([CH3:24])[C:21]([CH3:27])([CH3:26])[O:20]2)=[CH:15][C:14]=1[CH:28]([CH3:30])[CH3:29])[C:9]([O-:11])=[O:10])C1C=CC=CC=1>C(O)C.[C].[Pd]>[CH:28]([C:14]1[CH:15]=[C:16]([B:19]2[O:23][C:22]([CH3:25])([CH3:24])[C:21]([CH3:27])([CH3:26])[O:20]2)[CH:17]=[CH:18][C:13]=1[O:12][CH2:8][C:9]([OH:11])=[O:10])([CH3:30])[CH3:29]

Participants

4

Reactant 1

HCID 86611770HCID 86611770, compound

Product 1

HCID 23134282[2-Isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]acetic acidYield 83.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of benzyl[2-isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]acetate (0.238 g) in ethanol (10 mL) was added 10% palladium-carbon (0.05 g), and the mixture was stirred at room temperature for 2 hrs under an atmosphere of hydrogen. The catalyst was removed by filtration, and the solvent was evaporated under reduced pressure to afford the title compound (0.156 g).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a22591657683410996d50e021f08c8f0
Source dataset
uspto-grants-2008_08
Patent number
US07417169B2

Reaction notes

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