[(2-[(6-Bromohexyl)oxy]ethoxy)methyl]benzene → 2-[(6-Bromohexyl)oxy]ethanol

HRID 901583Notes

Reaction equation

HRID 901583 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11]CC1C=CC=CC=1>CCOC(C)=O.CCO.[Pd]>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][OH:11]

Participants

5

Reactant 1

HCID 46833105[(2-[(6-Bromohexyl)oxy]ethoxy)methyl]benzene

Product 1

HCID 862155092-[(6-Bromohexyl)oxy]ethanolYield 98%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of [(2-[(6-bromohexyl)oxy]ethoxy)methyl]benzene (1.5 g) in EtOAc (20 ml) and EtOH (20 ml) was hydrogenated over 10% palladium on carbon (200 mg). After 2 h the mixture was filtered through celite and the filtrate evaporated in vacuo to give the title compound (1.05 g). TSP+ve 242 (MNH4)+, 244 (MNH4)+

Workup

  1. filtrationAfter 2 h the mixture was filtered through celite
  2. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-b8cf140a618e43f5a8ffc7c32e7c4d28
Source dataset
uspto-grants-2008_04
Patent number
US07361787B2

Reaction notes

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