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2-Methyl-2-butene → HCID 90449616, Verbindung

HRID 1411294
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1411294
[C:1]([N:4]1[CH2:8][CH2:7][C:6]2([C:16]3[C:11](=[CH:12][CH:13]=[C:14]([CH:17]=[O:18])[CH:15]=3)[N:10]([C:19]([NH:21][C:22]3[S:23][C:24]([Cl:27])=[CH:25][N:26]=3)=[O:20])[CH2:9]2)[CH2:5]1)(=[O:3])[CH3:2].CC(=CC)C.P([O-])(O)(O)=[O:34].[Na+].Cl([O-])=O.[Na+].[Cl-].[NH4+]>C(O)(C)(C)C.O>[C:1]([N:4]1[CH2:8][CH2:7][C:6]2([C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]([OH:34])=[O:18])[CH:15]=3)[N:10]([C:19](=[O:20])[NH:21][C:22]3[S:23][C:24]([Cl:27])=[CH:25][N:26]=3)[CH2:9]2)[CH2:5]1)(=[O:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 5

HCID 105532-Methyl-2-buteneHCID 25517Ammonium ChlorideHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 90449869HCID 90449869, Verbindung

Produkt 1

HCID 90449616HCID 90449616, VerbindungAusbeute 87,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

1′-Acetyl-N-(5-chlorothiazol-2-yl)-5-formylspiro[indoline-3,3′-pyrrolidine]-1-carboxamide (7.6 mg, 0.0188 mmol) was dissolved in t-butanol (1.5 mL) and water (0.5 mL). Thereafter, 2-methyl-2-butene (52 μL, 0.50 mmol), sodium dihydrogen phosphate (14 mg, 0.113 mmol) and sodium chlorite (15 mg, 0.169 mmol) were added to the above obtained solution, and the thus obtained mixture was then stirred at room temperature for 3.3 hours. Thereafter, a saturated aqueous solution of ammonium chloride was added to the reaction solution, and the mixed solution was then extracted with chloroform:methanol=5:1. The organic layer was dried over anhydrous sodium sulfate, and was then concentrated in vacuo. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=5:1) to obtain the captioned compound (6.9 mg, 87%) in the form of a white solid.

Aufarbeitung

  1. extractionthe mixed solution was then extracted with chloroform
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationwas then concentrated in vacuo
  4. customThe obtained residue was purified by silica gel column chromatography (chloroform:methanol=5:1)

Quellen und Nachweise

ORD-Eintrag
ord-04ff4cfc3c0a4634b39675a77862a731
Quelldatensatz
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08921576B2

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