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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874946Generated: November 1, 2026

Methanol → HCID 68485369, compound

https://huagongshe.com/reaction/1874946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 68486489HCID 68486489—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68485369HCID 6848536980%

Reaction Conditions

Temperature70 °C

Reaction Steps

A methanol solution of ethyl 2,3-dihydro-7H-[1,4]oxathiino[3,2-e]indole-8-carboxylate (0.067 g, 0.25 mmol) was treated with 1 N LiOH (4 mL). The reaction mixture turned cloudy and THF was added until the cloudiness disappeared. The reaction was heated to 70° C. until TLC showed consumption of the starting material. The reaction mixture was partitioned between EtOAc and water and the basic layer was separated. The basic layer was acidified with conc. HCl and extracted with EtOAc, the layers were separated and the EtOAc was evaporated to afford the title compound (0.047 g, 80%) as a white solid. 1H NMR (400 MHz, Acetone-d6) δ ppm 10.85 (br. s., 1H), 7.19 (d, 1H), 7.01 (s, 1H), 6.82 (d, 1H), 4.37-4.46 (m, 2H), 3.20-3.30 (m, 2H). LCMS: m/z=235.9 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-dfb02f884fa041e6a37cb5b5931b33e7
Source noteuspto-grants-2012_11