HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1982466Generated: November 3, 2026
Water → [1-(4-Methylbenzene-1-sulfonyl)-1H-indol-4-yl]methanol
https://huagongshe.com/reaction/1982466
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | methyl 1-tosyl-1H-indole-4-carboxylate | HCID 10947463 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [1-(4-Methylbenzene-1-sulfonyl)-1H-indol-4-yl]methanol | HCID 12553826 | 87.4% |
Reaction Steps
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04596808 |
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| Source dataset | uspto-grants-1986_06 |
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| ORD ID | ord-9174f36008034db8884cd06addbc4050 |
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| Source note | uspto-grants-1986_06 |
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