Hydrochloric Acid → 2,3-dihydro-1H-indene-5-carboxylic acid

HRID 22653

Reaktionsgleichung

Reaktionsgleichung von HRID 22653
Cl[O-].[Na+].[CH2:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[O:15])C)=[CH:10][CH:11]=2)[CH2:6][CH2:5]1.S(=O)(O)[O-:17].[Na+].Cl>O>[CH2:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]([OH:15])=[O:17])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 2339761-(2,3-Dihydro-1H-inden-5-yl)ethan-1-oneHCID 23665760Sodium HypochloriteHCID 23665763Sodium Bisulfite

Produkt 1

HCID 2328412,3-dihydro-1H-indene-5-carboxylic acidAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

To a stirred 6% aqueous sodium hypochlorite solution in an oil bath to 55° C. is added 1-indane-5-yl-ethanone (1.0 g, 6.2 mmol). The solution is stirred at 55° C. for 2 h, followed by cooling to rt. Solid sodium bisulfite is added until the solution becomes clear. The mixture is diluted with water, followed by aqueous hydrochloric acid (6.0 M). The solid that forms is filtered and washed several times with water. The solid is dried under high vacuum at 60° C. for 5 h to afford 5-indancarboxylic acid as a white solid (0.96 g, 95%): 1H NMR (CDCl3) δ 8.0, 7.9, 7.3, 3.0, 2.1.

Aufarbeitung

  1. temperatureby cooling to rt
  2. filtrationThe solid that forms is filtered
  3. washwashed several times with water
  4. customThe solid is dried under high vacuum at 60° C. for 5 h

Quellen und Nachweise

ORD-Eintrag
ord-d2af36b00ad946f0b17305882efe727c
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06849620B2

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