4-(2-Hydroxyethoxy)benzenecarboxylic acid → HCID 59160967, compound

HRID 1873555Notes

Reaction equation

HRID 1873555 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1.[H][H]>C1COCC1.C(O)C.[Rh]>[OH:1][CH2:2][CH2:3][O:4][CH:5]1[CH2:13][CH2:12][CH:8]([C:9]([OH:11])=[O:10])[CH2:7][CH2:6]1

Participants

6

Reactant 2

HCID 43122544-(2-Hydroxyethoxy)benzenecarboxylic acidHCID 178418361HCID 178418361, compound2×

Product 1

HCID 59160967HCID 59160967, compound

Reagents, catalysts & solvents 3

HCID 23948RhodiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1.00 g (5.49 mmol) of 4-(2-hydroxyethoxy)benzoic acid is dissolved in 30 ml of dry THF and 30 ml of dry ethanol, and 1.13 mg (0.55 mmol) of rhodium on alumina are added. The reaction mixture is hydrogenated at +50° C. at a hydrogen pressure of 50 bar for 12 h. The mixture is then hydrogenated at +60° C. at a hydrogen pressure of 80 bar for a further 48 h. After filtration, the filtrate is concentrated on a rotary evaporator. The residue is directly used in the next reaction without further purification.

Workup

  1. filtrationAfter filtration
  2. concentrationthe filtrate is concentrated on a rotary evaporator
  3. customThe residue is directly used in the next reaction without further purification

Sources & evidence

ORD record
ord-44696c47b93c40e7b599c56f4e887f31
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

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