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

Sodium Hydroxide → Cyclopropanecarboxylic acid 4-chloro-3-hydroxymethyl-benzylamide

HRID 2428135
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2428135
[OH-].[Na+].C([SiH2][O:8][C:9](C)(C)[C:10]1[CH:11]=[C:12]([CH:20]=[CH:21][C:22]=1[Cl:23])[CH2:13][NH:14][C:15]([CH:17]1[CH2:19][CH2:18]1)=[O:16])(C)(C)C>CO>[Cl:23][C:22]1[CH:21]=[CH:20][C:12]([CH2:13][NH:14][C:15]([CH:17]2[CH2:18][CH2:19]2)=[O:16])=[CH:11][C:10]=1[CH2:9][OH:8]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 137328721Cyclopropanecarboxylic Acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-benzylamide

Produkt 1

HCID 67148310Cyclopropanecarboxylic acid 4-chloro-3-hydroxymethyl-benzylamideAusbeute 84,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Aq. 1M NaOH (111 mL) was added to a sol. of cyclopropanecarboxylic acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-benzylamide (6.10 g, 17.2 mmol) in MeOH (222 mL). The mixture was heated to 80° C., and stirred at this temperature for 30 min. The mixture was allowed to cool to rt, and the solvents were partially removed under reduced pressure. The aq. residue was diluted with water, and was extracted with EtOAc (3×). The combined org. extracts were washed with brine, dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the crude by FC(CH2Cl2→MeOH/CH2Cl2 1:9) yielded the title compound (3.47 g, 84%). LC-MS: tR=0.71 min; ES+: 281.31.

Aufarbeitung

  1. temperatureto cool to rt
  2. customthe solvents were partially removed under reduced pressure
  3. additionThe aq. residue was diluted with water
  4. extractionwas extracted with EtOAc (3×)
  5. washextracts were washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customthe solvents were removed under reduced pressure
  9. customPurification of the crude by FC(CH2Cl2→MeOH/CH2Cl2 1:9)

Quellen und Nachweise

ORD-Eintrag
ord-a08dc26b278d49b4b12496d5250d7150
Quelldatensatz
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07968720B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion