HCID 67397584, compound → HCID 86678302, compound

HRID 2407915Notes

Reaction equation

HRID 2407915 reaction equation
[CH2:1]([O:13][C@H:14]([CH2:24][O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH2:15][O:16]CC1C=CC=CC=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>CCO.[OH-].[Pd+2].[OH-]>[CH2:1]([O:13][C@H:14]([CH2:24][O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH2:15][OH:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 1

HCID 67397584HCID 67397584, compound

Product 1

HCID 86678302HCID 86678302, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of (R)-((2,3-bis(dodecyloxy)propoxy)methyl)benzene (1 eq) in EtOH (0.1 M) was added palladium hydroxide (1.1 eq). The reaction mixture was stirred under hydrogen (1 atm) overnight. The palladium was filtered off and the filtrate was concentrated en vaccuo. The crude mixture was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-10% EtOAc/Hex to give the product.

Workup

  1. filtrationThe palladium was filtered off
  2. concentrationthe filtrate was concentrated en vaccuo
  3. customThe crude mixture was purified by flash chromatography on a COMBIFLASH® system (ISCO)
  4. customto give the product

Sources & evidence

ORD record
ord-b61ee50db4d84105a5a9fd49ded04d78
Source dataset
uspto-grants-2014_08
Patent number
US08808703B2

Reaction notes

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