1-(2,3-Dihydro-1H-inden-5-yl)ethan-1-one → 2,3-dihydro-1H-indene-5-carboxylic acid

HRID 468498

Reaktionsgleichung

Reaktionsgleichung von HRID 468498
Cl[O-].[Na+].[CH2:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13](=[O:15])C)[CH:11]=2)[CH2:6][CH2:5]1.C([O-])(O)=[O:17].[Na+]>>[CH2:6]1[C:7]2[C:12](=[CH:11][C:10]([C:13]([OH:15])=[O:17])=[CH:9][CH:8]=2)[CH2:4][CH2:5]1

Komponenten

4

Edukt 3

HCID 2339761-(2,3-Dihydro-1H-inden-5-yl)ethan-1-oneHCID 516892Sodium BicarbonateHCID 23665760Sodium Hypochlorite

Produkt 1

HCID 2328412,3-dihydro-1H-indene-5-carboxylic acidAusbeute 99 %

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

To a stirred aqueous sodium hypochlorite solution (2230 ml, 1.80 mmol, 6%) at 55° C. was added 1-(2,3-dihydro-1H-inden-6-yl)ethanone (120.0 g, 0.75 mol) and the mixture was stirred at 55° C. for 2 h. After cooling to room temperature, saturated NaHCO3 solution was added until the solution became clear. The produced precipitate was filtered, washed several times with water and dried to afford the desired product (120.0 g, 99%). 1H NMR (CDCl3, 300 MHz) δ 2.07-2.17 (m, 2H), 2.96 (t, J=7.5 Hz, 4H), 7.30 (d, J=7.8, 1H,), 7.91 (d, J=7.8, 1H), 7.96 (s, 1H).

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. filtrationThe produced precipitate was filtered
  3. washwashed several times with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-e28cff40336a49ac84d510de84005e56
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08623905B2

Verknüpfte Notizen

Wird geladen…