Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863315Generated: October 30, 2026

Sodium Hydroxide → 1-((tert-butoxy)carbonyl)-2,3-dihydro-1H-indole-3-carboxylic acid

https://huagongshe.com/reaction/863315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-tert-Butyl 3-ethyl indoline-1,3-dicarboxylateHCID 19697784—
SolventMethanol--water (1/1)HCID 22242641—
Product1-((tert-butoxy)carbonyl)-2,3-dihydro-1H-indole-3-carboxylic acidHCID 19697750—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 0.7 g of ethyl 1-(tert-butoxycarbonyl)indoline-3(R,S)-carboxylate (Example 97d) in 18 ml of methanol/water (1:1) and 2.9 ml of a 1N sodium hydroxide solution is stirred at 50° C. for 3 h. After the methanol has been removed in vacuo, the aqueous phase is brought to pH 2 and extracted with ethyl acetate. Customary further working up gives the title compound as a white solid: Rf (hexane/ethyl acetate/glacial acetic acid (75:25:1))=0.23.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05719141
Source datasetuspto-grants-1998_02
ORD IDord-9c4213d9f7e2473fb550065d7916dcb8
Source noteuspto-grants-1998_02