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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128817Generated: October 26, 2026

Indole-3-Butyric Acid → 4-(2-oxo-2,3-dihydro-1H-indol-3-yl)butanoic acid

https://huagongshe.com/reaction/128817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndole-3-Butyric AcidHCID 8617—
ReactantDiazomethaneHCID 9550—
ReactantDMSO HClHCID 12206146—
Product4-(2-oxo-2,3-dihydro-1H-indol-3-yl)butanoic acidHCID 276408889%

Reaction Steps

Similar treatment of methyl 3-(3-indolinyl)propanoic [II: R1 =R3 =H, R2 =(CH2)2COOH] (0.93 g) with DMSO/HCl, followed by esterification with diazomethane and chromatography on silica gel, gave methyl 3-(2-oxo-3-indolyl)propanoate [III: R1 -R3 =H, R2 =(CH2)2COOMe] (0.89 g, 89%) as a yellow oil (Julian P. L., Printy H. C., J. Am. Chem. Soc. 1953;75:5301-5305 report mp 79°-80° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05464861
Source datasetuspto-grants-1995_11
ORD IDord-781cb543a31145bb87d9dd9617e30235
Source noteuspto-grants-1995_11