Tetrabutylammonium Fluoride → 4-(1H-Pyrrol-3-ylmethyl)-morpholine

HRID 44253

Reaktionsgleichung

Reaktionsgleichung von HRID 44253
C([Si](C(C)C)(C(C)C)[N:5]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[CH:6]1)(C)C.[N+](CCCC)(CCCC)(CCCC)CCCC.[F-]>C1COCC1>[NH:5]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[CH2:12][CH2:13][O:14][CH2:15][CH2:16]2)=[CH:6]1

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 666367604-(1-Triisopropylsilanyl-1H-pyrrol-3-ylmethyl)-morpholine

Produkt 1

HCID 575870184-(1H-Pyrrol-3-ylmethyl)-morpholine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of the compound obtained in Step A (75 mmoles) in THF (100 ml) there is added, dropwise, at 0° C., Bu4NF 1.0M in THF (75.0 mmoles). After stirring at 0° C. for one hour, the solution is poured onto ice and is then extracted with DCM. The organic phases are combined and then washed with saturated aqueous NaCl solution, dried over sodium sulphate, filtered and evaporated to dryness to yield the title product, which is used directly in the next Step.

Aufarbeitung

  1. customat 0° C.
  2. additionthe solution is poured onto ice
  3. extractionis then extracted with DCM
  4. washwashed with saturated aqueous NaCl solution
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-7cecaa6b366145c09e288eccc4d1f28e
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541412B2

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