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

Water → tert-butyl 7-(benzyloxy)-2H-chromene-3-carboxylate

HRID 268694
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 268694
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[C:11]([OH:17])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].[C:24]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])(=[O:27])[CH:25]=[CH2:26].O>CN1C(=O)CCC1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:12]([CH:13]=[C:25]([C:24]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:26][O:17]2)=[CH:15][CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 15458tert-Butyl acrylateHCID 5612354-Benzyloxy-2-hydroxybenzaldehyde

Produkt 1

HCID 59832107tert-butyl 7-(benzyloxy)-2H-chromene-3-carboxylateAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387
N-methyl-2-pyrrolidone
Lösungsmittel

Reaktionsbedingungen

Temperatur
155 °C

Versuchsvorschrift

To a stirred solution of 4-benzyloxy-2-hydroxy benzaldehyde (11.41 g, 50 mmol) in NMP (30 ml) was added K2CO3 (13.0 g, 100 mmol) and heated to 155° C. under N2 atmosphere. t-Butyl acrylate (36.5 ml, 250 mmol) was divided into 4 portions (10, 10, 10 & 6.5 ml). First 10 ml was added to the reaction mixture and heated at 155° C. The rest were added after 2 hr intervals and the reaction mixture was heated for total of 8 hrs. The reaction mixture was cooled to room temperature and water (150 ml) was added. The product was extracted with 150 ml of ether. The ether layer was washed with water twice and dried. Ether layer was diluted with 50% hexanes and passed through a pad of silica (3 inch length and 4 inch diameter). The silica was washed with 50% ether/hexane mixture and the solvent was evaporated to give the product as pale yellow solid (13 g, 77%).

Aufarbeitung

  1. additionFirst 10 ml was added to the reaction mixture
  2. temperatureheated at 155° C
  3. additionThe rest were added after 2 hr intervals
  4. temperaturethe reaction mixture was heated for total of 8 hrs
  5. temperatureThe reaction mixture was cooled to room temperature
  6. extractionThe product was extracted with 150 ml of ether
  7. washThe ether layer was washed with water twice
  8. customdried
  9. additionEther layer was diluted with 50% hexanes
  10. washThe silica was washed with 50% ether/hexane mixture
  11. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-1530c88b49d249608f4c768f6c850877
Quelldatensatz
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07446127B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion