Tetrahydrofuran → HCID 67774375, Verbindung

HRID 1963080Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1963080
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[N:10][N:9]2[C:12]([CH:30]=[O:31])=[C:13]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:23]=3[CH3:29])[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:8]2[C:7]=1[Cl:32])=[O:5])[CH3:2].C=C(C)C.C1C[O:40]CC1.P([O-])(O)(O)=O.[Na+].Cl([O-])=O.[Na+]>C(O)(C)(C)C.O.[Cl-].[Na+].O.C(Cl)Cl.CC(=O)OCC>[Cl:32][C:7]1[C:8]2[N:9]([C:12]([C:30]([OH:40])=[O:31])=[C:13]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:23]=3[CH3:29])[C:14]=2[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:10]=[CH:11][C:6]=1[C:4]([O:3][CH2:1][CH3:2])=[O:5]

Komponenten

11

Edukt 5

HCID 8028TetrahydrofuranHCID 8255IsobutyleneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 88415083HCID 88415083, Verbindung

Produkt 1

HCID 67774375HCID 67774375, VerbindungAusbeute 98,1 %

Reagenzien, Katalysatoren, Lösungsmittel 5

HCID 962WaterLösungsmittel2×HCID 6344DichloromethaneLösungsmittelHCID 6386tert-ButanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

The compound of step 7 (5.15 g, 11.42 mmol) was suspended in tert-butanol (90 ml), and a 2 M solution of isobutene in THF (34.27 ml, 68.53 mmol), a solution of sodium dihydrogenphosphate (4.111 g, 34.27 mmol) in 25 ml of water and sodium chlorite (1.937 g, 17.13 mmol) were added. The mixture was stirred at room temperature for 2 h. Then brine (200 ml), water (50 ml), EA (400 ml) and DCM (100 ml) were added and the organic phase was separated, dried over magnesium sulfate, filtered and evaporated to dryness. The obtained solid was triturated several times with cyclohexane and dried in vacuo at 50° C. 5.23 g of the title compound were obtained as a yellow solid melting at 193-194° C.

Aufarbeitung

  1. customthe organic phase was separated
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated to dryness
  5. customThe obtained solid was triturated several times with cyclohexane
  6. customdried in vacuo at 50° C

Quellen und Nachweise

ORD-Eintrag
ord-cb9884dede1c403091f0651d580a27b1
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08415336B2

Notizen zur Reaktion

Wird geladen…