Htris → 2-Isopropyl-5-indanacetic acid

HRID 261532Notes

Reaction equation

HRID 261532 reaction equation
OCC([NH3+])(CO)CO.[CH:9]([CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:21](=O)[C:22]([OH:24])=[O:23])[CH:18]=2)[CH2:13]1)([CH3:11])[CH3:10]>>[CH:9]([CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([CH2:21][C:22]([OH:24])=[O:23])[CH:18]=2)[CH2:13]1)([CH3:11])[CH3:10]

Participants

3

Reactant 2

HCID 3777159HtrisHCID 203944412-Isopropyl-alpha-oxo-5-indanacetic acid

Product 1

HCID 126278952-Isopropyl-5-indanacetic acid

Procedure

A solution of 10 g of sodium hydroxide in 20 cc of water is added to a solution of 24.5 g of crude 2-isopropyl-α-oxo-5-indanacetic acid ethyl ester in 300 cc of ethanol, and the mixture is boiled at reflux for 11/2 hours. The solution is concentrated, diluted with water, and the neutral by-products are extracted with ether. The aqueous phase is then acidified with hydrochloric acid, extracted with ether, the ether extract is washed with water, dried over sodium sulphate and concentrated by evaporation. 2-isopropyl-α-oxo-5-indanacetic acid is obtained as an oil and is used for the next reaction without purification. The (1,3-dihydroxy-2-hydroxymethyl-2-propyl)ammonium salt of 2-isopropyl-α-oxo-5-indanacetic acid has a M.P. of B 145°-147°.

Workup

  1. customis used for the next reaction without purification
  2. customa M.P. of B 145°-147°

Sources & evidence

ORD record
ord-08ab596fbf2241ea9f31abfe9249678d
Source dataset
uspto-grants-1979_08
Patent number
US04166131

Reaction notes

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