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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1903126Generated: November 2, 2026

Water → [1-(4-Methylbenzene-1-sulfonyl)-1H-indol-4-yl]methanol

https://huagongshe.com/reaction/1903126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantmethyl 1-tosyl-1H-indole-4-carboxylateHCID 10947463—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product[1-(4-Methylbenzene-1-sulfonyl)-1H-indol-4-yl]methanolHCID 1255382687.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

2nd stage: The suspension of 1.9 g of lithium-aluminum hydride in 165 ml of tetrahydrofuran cooled to 0° C. is proportionately mixed with 16.45 g of 1-tosylindole-4-carboxylic-acid-methylester. After 30 minutes 1.9 ml of water, 1.9 ml of 15% soda lye and 5.7 ml of water are carefully and sequentially dripped in. After 20 minutes, the precipitate is filtered off, washed out with acetic-acid-ethylester and the filtrates are concentrated. The raw product (15.97 g) is crystallized out of diisopropylether. 13.15 g of 4-hydroxymethyl-1-tosylindole with a m.p. of 125°-126° C. is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04435403
Source datasetuspto-grants-1984_03
ORD IDord-042700080a9645d884a17c8b3ea7e033
Source noteuspto-grants-1984_03