Methanol → HCID 117871133, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-tert-butyl 2-ethyl 3,3-dimethylindoline-1,2-dicarboxylate (0.25 g, 783 μmol, Eq: 1.00) in THF (3.2 mL)/MeOH (1.8 mL) was added lithium hydroxide (126 mg, 5.26 mmol, Eq: 6.72) dissolved in water (1 mL) and the resulting suspension was heated at 50° C. for 36 h. The reaction mixture was concentrated in vacuo and then the residue was taken up in water and washed with diethyl ether. The aqueous layer was then carefully acidified to pH˜3 with 1 M aqueous HCl and extracted with EtOAc. The combined organic layers were concentrated in vacuo to give 1-(tert-butoxycarbonyl)-3,3-dimethylindoline-2-carboxylic acid as a white foam (220 mg), m/z=292 (M+H).

Provenance & Evidence