HCID 68900725, compound → HCID 68903347, compound

HRID 736035Notes

Reaction equation

HRID 736035 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][C:10](=[C:14]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][Si:23]([C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:25])[CH3:24])[CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[C:26]([Si:23]([CH3:25])([CH3:24])[O:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[CH2:15][CH:14]([CH:10]1[O:11][CH2:12][CH2:13][NH:8][CH2:9]1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([CH3:27])([CH3:29])[CH3:28]

Participants

4

Reactant 1

HCID 68900725HCID 68900725, compound

Product 1

HCID 68903347HCID 68903347, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Add Pd/C (10%) (470 mg) to a solution of 4-Benzyl-2-{2-[2-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-phenyl-ethylidene}-morpholine (470 mg, 0.97 mmol) in 10 ml of MeOH, bubble H2 and stir at room temperature for 4 h. Concentrate the solvent under reduced pressure to give a residue. Purify the residue by column chromatography eluting with CH2Cl2:MeOH 9:1 to afford pure the title compound as colourless oil.

Workup

  1. custombubble H2
  2. concentrationConcentrate the solvent under reduced pressure
  3. customto give a residue
  4. customPurify the residue by column chromatography
  5. washeluting with CH2Cl2:MeOH 9:1

Sources & evidence

ORD record
ord-54fb247f5365457280a240914e132c00
Source dataset
uspto-grants-2009_09
Patent number
US07595315B2

Reaction notes

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