HCID 57871412, compound → HCID 57871415, compound

HRID 550214Notes

Reaction equation

HRID 550214 reaction equation
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][C:15]([C:19]([OH:24])([CH2:22][CH3:23])[CH2:20][CH3:21])=[CH:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>CCO>[CH2:20]([C:19]([C:15]1[CH:16]=[C:17]2[C:12]([CH:11]=[CH:10][C:9]([OH:8])=[CH:18]2)=[CH:13][CH:14]=1)([OH:24])[CH2:22][CH3:23])[CH3:21]

Participants

4

Reactant 2

HCID 57871412HCID 57871412, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57871415HCID 57871415, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Treat a mixture of 3-(7-benzyloxynaphthalen-2-yl)pentan-3-ol (1.45 g, 4.53 mmol) and 5% Pd/Al2CO3 (0.044 g) in EtOH (725 mL) with hydrogen at 60 psi for 8 h at RT. Remove the catalyst by filtration and concentrate the filtrate to give the title compound as a yellow oil (0.98 g, 94%). MS (ES) m/e 229 (M−1).

Workup

  1. additionTreat
  2. customRemove the catalyst
  3. filtrationby filtration
  4. concentrationconcentrate the filtrate

Sources & evidence

ORD record
ord-779e5e65fb034541b4675fda3001258d
Source dataset
uspto-grants-2011_05
Patent number
US07943795B2

Reaction notes

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