Sodium hydride → 2-(2-Chloro-5-thiazolyl)methoxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

HRID 77338

Reaktionsgleichung

[H-].[Na+].[OH:3][CH2:4][CH:5]1[CH2:9][O:8][C:7]2([CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:11][CH2:10]2)[O:6]1.[Cl:23][C:24]1[S:25][C:26]([CH2:29]Cl)=[CH:27][N:28]=1>C1(C)C=CC=CC=1>[Cl:23][C:24]1[S:25][C:26]([CH2:29][O:3][CH2:4][CH:5]2[CH2:9][O:8][C:7]3([CH2:10][CH2:11][N:12]([CH2:15][CH2:16][C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:13][CH2:14]3)[O:6]2)=[CH:27][N:28]=1

Komponenten

Reaktionsbedingungen

Temperatur: 28 °C

Versuchsvorschrift

To 8.64 g (0.36 mole) of sodium hydride in toluene (250 ml) was added 2-hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane (compound 1.50 gm, 0.18 mole) in toluene (350 ml) with stirring at 28° C. The phase transfer catalyst tetrabutylammonium bromide TBAB 2 gm was added and 31 gm of 2-chloro-5-chloromethylthiazole in toluene (225 ml) was then added drop wise at 10° C. and the reaction mixture was refluxed for 15 hrs. The reaction mixture was washed with water and the product was extracted with methylene chloride 100 ml. The solvent was distilled off to get thick dark colored liquid. The yield of the product was 85%.

Aufarbeitung

temperaturethe reaction mixture was refluxed for 15 hrs
washThe reaction mixture was washed with water
extractionthe product was extracted with methylene chloride 100 ml
distillationThe solvent was distilled off
customto get thick dark colored liquid

Quellen und Nachweise

ORD-Eintrag: ord-2cfa75405cf349088974236ec659b8bc
Quelldatensatz: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08841296B2

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