Piperidine → 3-(1-tert-Butoxycarbonyl-1-methylethoxy)phenylacetic Acid

HRID 480687Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 480687
C([O:4][C:5]([CH2:7][C:8]1[CH:9]=[C:10]([CH:22]=[CH:23][CH:24]=1)[O:11][C:12]([CH3:21])([CH3:20])[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[O:6])C=C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N1CCCCC1>O1CCCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:16]([O:15][C:13]([C:12]([CH3:21])([O:11][C:10]1[CH:9]=[C:8]([CH2:7][C:5]([OH:6])=[O:4])[CH:24]=[CH:23][CH:22]=1)[CH3:20])=[O:14])([CH3:17])([CH3:18])[CH3:19]

Komponenten

6

Edukt 3

HCID 8082PiperidineHCID 11776TriphenylphosphineHCID 18766493tert-Butyl 2-[3-(Allyloxycarbonylmethyl)phenoxy]-2-methylpropionate

Produkt 1

HCID 187664143-(1-tert-Butoxycarbonyl-1-methylethoxy)phenylacetic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

tert-Butyl 2-[3-(allyloxycarbonylmethyl)phenoxy]-2-methylpropionate (1.63 g, 4.42 mmol) was dissolved in tetrahydrofuran (40 mL). Subsequently, tetrakis(triphenylphosphine)palladium (508 mg, 0.44 mmol), triphenylphosphine (346 mg, 1.32 mmol), and piperidine (8.74 mL, 88.4 mmol) were added thereto, and the mixture was stirred for two hours at room temperature. The resultant mixture was subjected to concentration under reduced pressure and purification by silica gel column chromatography (chloroform/methanol/acetic acid=50/1/0.2), whereby the target compound was obtained (1.45 g, 4.42 mmol, q).

Aufarbeitung

  1. concentrationThe resultant mixture was subjected to concentration under reduced pressure and purification by silica gel column chromatography (chloroform/methanol/acetic acid=50/1/0.2), whereby the target compound
  2. customwas obtained (1.45 g, 4.42 mmol, q)

Quellen und Nachweise

ORD-Eintrag
ord-67ade632f52544c69b722531dc08b074
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06653334B1

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