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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58562Generated: October 25, 2026

4-Isopropylaniline → 2-Oxo-1-[4-(propan-2-yl)phenyl]pyrrolidine-3-carboxylic acid

https://huagongshe.com/reaction/58562

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-IsopropylanilineHCID 7464—
Reactant6,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dioneHCID 79720—
SolventEthanolHCID 702—
Product2-Oxo-1-[4-(propan-2-yl)phenyl]pyrrolidine-3-carboxylic acidHCID 242752175%

Reaction Steps

A mixture of 6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione (0.500 g; 2.94 mmol) and 4-isopropylaniline (1.21 mL; 8.82 mmol) in ethanol (3 mL) was irradiated in a microwave oven for 3 minutes at 100° C. The mixture was concentrated under reduced pressure and the residue was dissolved in a solution of sodium hydroxide 6N, washed with dichloromethane, acidified with a solution of hydrochloric acid 6N to pH=2, extracted with ethyl acetate dried and concentrated under reduced pressure to yield 0.036 g (5%) of a pale green solid, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434722B2
Source datasetuspto-grants-2016_09
ORD IDord-0b3eba3b788d4dc386e4666521b0ea7b
Source noteuspto-grants-2016_09