N-Hydroxyphthalimide → N-(4-octyloxybenzyloxy)phthalimide

HRID 1492899

Reaktionsgleichung

Reaktionsgleichung von HRID 1492899
[CH2:1]([O:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14][OH:15])=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].O[N:19]1[C:23](=[O:24])[C:22]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]2[C:20]1=[O:29].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[CH2:1]([O:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:14][O:15][N:19]2[C:20](=[O:29])[C:21]3=[CH:28][CH:27]=[CH:26][CH:25]=[C:22]3[C:23]2=[O:24])=[CH:16][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Komponenten

6

Edukt 4

HCID 10665N-HydroxyphthalimideHCID 11776TriphenylphosphineHCID 144261p-Octyloxybenzyl alcoholHCID 220568ethyl N-ethoxycarbonyliminocarbamate

Produkt 1

HCID 19969096N-(4-octyloxybenzyloxy)phthalimideAusbeute 83,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a suspension of 4-octyloxybenzyl alcohol (25 g), N-hydroxyphthalimide (17.15 g) and triphenylphosphine (27.74 g) in tetrahydrofuran (250 ml) was added dropwise diethyl azodicarboxylate (18.4 g) under ice-cooling. The reaction mixture was stirred at room temperature for 2 hours, and evaporated in vacuo. The residue was purified by chromatography on silica gel to give N-(4-octyloxybenzyloxy)phthalimide (33.45 g) as crystals.

Aufarbeitung

  1. temperaturecooling
  2. customevaporated in vacuo
  3. customThe residue was purified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-595b195305b843dfb66b34b47947ab4d
Quelldatensatz
uspto-grants-1994_12
Patentnummer
US05376634

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