Ethanol → (4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 12923

Reaktionsgleichung

Reaktionsgleichung von HRID 12923
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([O:21]CC2C=CC=CC=2)=[CH:17][CH:16]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CCO>C1COCC1.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 2

HCID 702EthanolHCID 597530242-(4-Benzyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 59752861(4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl esterAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of the product from step 1, in THF (11 ml), EtOH (25 ml), Pd—C (1.17 g, 10% wt) in a round bottom flask was charged with H2-balloon after flushing with hydrogen 3 times. The resulting solution was stirred overnight at rt. The reaction mixture was then filtered, washed with THF (30 ml), EtOH (25 ml) and dried over anhydrous MgSO4. After removal of the solvent in vacuo, the product was obtained as an orange oil (1.0 g, 95%).

Aufarbeitung

  1. customafter flushing with hydrogen 3 times
  2. filtrationThe reaction mixture was then filtered
  3. washwashed with THF (30 ml), EtOH (25 ml)
  4. dry with materialdried over anhydrous MgSO4
  5. customAfter removal of the solvent in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c572fd6f9a4547b19a9a8a4f102b77ad
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728032B2

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