StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Formic Acid → 7-benzenesulfonylamino-2,3-dihydro-1H-pyrrolo[1,2-a]indole

HRID 715936
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 715936
[C:1]1([S:7]([NH:10][C:11]2[CH:19]=[CH:18][C:17]3[N:16]4[CH2:20][CH2:21][CH2:22][C:15]4=[CH:14][C:13]=3[C:12]=2C(OC)=O)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Li+].C(O)=O>O1CCOCC1.O.CO>[C:1]1([S:7]([NH:10][C:11]2[CH:19]=[CH:18][C:17]3[N:16]4[CH2:20][CH2:21][CH2:22][C:15]4=[CH:14][C:13]=3[CH:12]=2)(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 3

HCID 284Formic AcidHCID 3939Lithium HydroxideHCID 70983444methyl 7-benzenesulfonylamino-2,3-dihydro-1H-pyrrolo[1,2-a]indole-8-carboxylate2×

Produkt 1

HCID 709841467-benzenesulfonylamino-2,3-dihydro-1H-pyrrolo[1,2-a]indoleAusbeute 36,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887Methanol
Lösungsmittel
HCID 962WaterLösungsmittel2×
HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of methyl 7-benzenesulfonylamino-2,3-dihydro-1H-pyrrolo[1,2-a]indole-8-carboxylate (Intermediate 26, 0.075 g) and lithium hydroxide mononhydrate (0.049 g) in dioxane (2 mL) and water (1 mL) was irradiated in the microwave at 110° C. for 20 minutes. After cooling, the mixture was diluted with water and acidified to pH4-5 with formic acid. The resultant solid was washed with water and ether, then dried to give a cream powder. The solid was dissolved in methanol and acetone and freeze-dried, then dried in a dessicator, in vacuo, at 40° C. overnight. The solid was triturated with DCM and filtered, washed with DCM (1 mL) and pentane (1 mL) then dried in a dessicator, in vacuo, at 40° C. overnight. The yellow solid was dissolved in hot ethyl acetate and pentane was added until the mixture went cloudy. On cooling, the solid was collected by filtration, washed with pentane and dried in a dessicator, in vacuo, at 40° C. overnight to give 7-benzenesulfonylamino-2,3-dihydro-1H-pyrrolo[1,2-a]indole (0.023 g) as a cream solid.

Aufarbeitung

  1. temperatureAfter cooling
  2. washThe resultant solid was washed with water and ether
  3. customdried
  4. customto give a cream powder
  5. dry with materialacetone and freeze-dried
  6. customdried in a dessicator, in vacuo, at 40° C. overnight
  7. customThe solid was triturated with DCM
  8. filtrationfiltered
  9. washwashed with DCM (1 mL) and pentane (1 mL)
  10. customthen dried in a dessicator, in vacuo, at 40° C. overnight
  11. dissolutionThe yellow solid was dissolved in hot ethyl acetate
  12. additionpentane was added until the mixture
  13. temperatureOn cooling
  14. filtrationthe solid was collected by filtration
  15. washwashed with pentane
  16. customdried in a dessicator, in vacuo, at 40° C. overnight

Quellen und Nachweise

ORD-Eintrag
ord-f43db273792f4642be99538b3d8de42e
Quelldatensatz
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09187494B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion