HCID 89648997, compound → HCID 118353166, compound

HRID 1773983Notes

Reaction equation

HRID 1773983 reaction equation
[C:1]([O:5][C:6](=[O:25])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14]CC2C=CC=CC=2)=[C:10]([CH:22]([CH3:24])[CH3:23])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2]>C1COCC1.[Pd]>[C:1]([O:5][C:6](=[O:25])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([CH:22]([CH3:23])[CH3:24])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 89648997HCID 89648997, compound

Product 1

HCID 118353166HCID 118353166, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (4-benzyloxy-3-isopropyl-phenyl)-acetic acid tert-butyl ester (3.04 g, 8.16 mmol, 1 eq) in THF (99 mL) under N2, palladium on activated carbon (10 wt. % 304 mg) was added. The flask was carefully evacuated and refilled with H2 (3×). The black suspension was stirred at r.t. under an H2-atmosphere for 2 days. The black suspension was filtered through Celite and the filter cake was rinsed with THF. The filtrate was concentrated in vacuo to give the title compound as a colorless oil. The product was used without further purification.

Workup

  1. customThe flask was carefully evacuated
  2. additionrefilled with H2 (3×)
  3. filtrationThe black suspension was filtered through Celite
  4. washthe filter cake was rinsed with THF
  5. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-1418242edb504cdca618ae7c625fa5f1
Source dataset
uspto-grants-2016_02
Patent number
US09255090B2

Reaction notes

Loading…