Phenol → Methyl-4-(trans-3-decenyloxy)-benzoate

HRID 369533

Reaktionsgleichung

Reaktionsgleichung von HRID 369533
C1(O)C=CC=CC=1.C(O)C/C=C/CCCCCC.CCOC(/N=N/C(OCC)=O)=O.[CH3:31][O:32][C:33](=[O:59])[C:34]1[CH:39]=[CH:38][C:37]([O:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50]CCCCCCCC)=[CH:36][CH:35]=1>CCOCC>[CH3:31][O:32][C:33](=[O:59])[C:34]1[CH:39]=[CH:38][C:37]([O:40][CH2:41][CH2:42]/[CH:43]=[CH:44]/[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])=[CH:36][CH:35]=1

Komponenten

6

Edukt 4

HCID 996PhenolHCID 4189536Methyl 4-(octadecyloxy)benzoateHCID 53524933-Decen-1-ol, (3E)-HCID 5462977Diethyl azodicarboxylate

Produkt 1

HCID 18521096Methyl-4-(trans-3-decenyloxy)-benzoateAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Ester 34 (500 mg, 3.29 mmol), 3-decenol 26h (514 mg, 3.29 mmol), TPP (992 mg, 3.78 mmol), DEAD (658 mg, 3.78 mmol), and 33 ml ether were reacted according to the procedure for compound 35a. The crude product was purified via flash chromatography over silica gel with gradual elutions from 95/5-90/10 (v/v, Hex/EtOAc). Evaporation of solvent yielded 810 mg (85%) of colorless liquid which was not quite pure. The product was used without further purification.

Aufarbeitung

  1. customThe crude product was purified via flash chromatography over silica gel with gradual elutions from 95/5-90/10 (v/v, Hex/EtOAc)
  2. customEvaporation of solvent

Quellen und Nachweise

ORD-Eintrag
ord-6fce36808b4841f78ea78c017314a9bc
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06139771

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