HCID 67397584, compound → HCID 86678302, compound

HRID 2205018Notes

Reaction equation

HRID 2205018 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-272e1bd0c712446fb7f734e5a70fcbd9
Source dataset
uspto-grants-2016_06
Patent number
US09365506B2

Reaction notes

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