Allyl Isothiocyanate → 3-[3-Chloro-4-hydroxy-5-(t-butyl)phenyl]-5-isothiocyanatomethyl-2-isoxazoline

HRID 894324

Reaktionsgleichung

OC1C(C(C)(C)C)=CC(C=NO)=CC=1C(C)(C)C.Cl[C:20](=[N:33][OH:34])[C:21]1[CH:26]=[C:25]([C:27]([CH3:30])([CH3:29])[CH3:28])[C:24]([OH:31])=[C:23]([Cl:32])[CH:22]=1.[CH2:35]([N:38]=[C:39]=[S:40])[CH:36]=[CH2:37]>>[Cl:32][C:23]1[CH:22]=[C:21]([C:20]2[CH2:37][CH:36]([CH2:35][N:38]=[C:39]=[S:40])[O:34][N:33]=2)[CH:26]=[C:25]([C:27]([CH3:30])([CH3:29])[CH3:28])[C:24]=1[OH:31]

Komponenten

Edukt 3

HCID 5971Allyl Isothiocyanate

HCID 3285904-Hydroxy-3,5-bis(t-butyl)benzaldoxime

HCID 136359181alpha,3-Dichloro-4-hydroxy-5-(t-butyl)benzaldoxime

Produkt 1

HCID 1356013883-[3-Chloro-4-hydroxy-5-(t-butyl)phenyl]-5-isothiocyanatomethyl-2-isoxazoline

Versuchsvorschrift

A 25 g. portion of 4-hydroxy-3,5-bis(t-butyl)benzaldoxime was chlorinated as in Example 1 to produce 1 g. of α,3-dichloro-4-hydroxy-5-(t-butyl)benzaldoxime by chlorination and rearrangement. The intermediate was reacted with an excess of allylisothiocyanate to produce 1 g. of product, an oily liquid, NMR singlets at 1.41 and 6.18 ppm., multiplets at 2.92-3.93, 4.68-5.23 and 7.5-7.63 ppm.

Aufarbeitung

customto produce 1 g
customto produce 1 g

Quellen und Nachweise

ORD-Eintrag: ord-2229091959204cb19fccf64867583496
Quelldatensatz: uspto-grants-1981_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04283403

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