HCID 86649513, compound → HCID 58383949, compound

HRID 2091434Notes

Reaction equation

HRID 2091434 reaction equation
C([CH:8]([NH:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH3:19])[C:9]([O-:11])=[O:10])C1C=CC=CC=1>[Pd].CO>[CH3:19][O:18][CH2:17][CH2:16][O:15][CH2:14][CH2:13][NH:12][CH2:8][C:9]([OH:11])=[O:10]

Participants

4

Reactant 1

HCID 86649513HCID 86649513, compound

Product 1

HCID 58383949HCID 58383949, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(Fourth Step) Activated carbon (219 mg) supporting 10 wt% palladium was added to a methanol (27 mL) solution of benzyl[2-(2-methoxy-ethoxy)ethylamino]acetate (2.19 g, 8.19 mmol) at room temperature. Hydrogen gas purging was performed, and then, in a hydrogen atmosphere, the mixture was stirred at room temperature for 7 hours. Pd/C were removed by a glass filter in which a celite pad was laid, and the celite layer was washed with methanol. The filtrate was concentrated under reduced pressure to obtain [2-(2-methoxyethoxy)ethylamino]acetic acid (1) (1.38 g, 7.78 mmol) as a yellow oily material, with a yield of 95%.

Workup

  1. customHydrogen gas purging
  2. customPd/C were removed by a glass
  3. filtrationfilter in which a celite pad
  4. washthe celite layer was washed with methanol
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3a4d5c2ed45644278bd9c2ce67a83477
Source dataset
uspto-grants-2013_05
Patent number
US08440109B2

Reaction notes

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