HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 5-Benzyloxy-3-(2-hydroxyethyl)indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Methyl 2-(5-(benzyloxy)-1H-indol-3-yl)-2-oxoacetate | HCID 21906905 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 5-Benzyloxy-3-(2-hydroxyethyl)indole | HCID 744849 | — |
Reaction Steps
A suspension of methyl 5-benzyloxyindol-3-ylglyoxylate (10 g.) and sodium borohydride (3.7 g.) in isopropanol (100 ml.) was stirred and refluxed for 5 hours. The cooled mixture was diluted with water and extracted with dichloromethane. Evaporation of the extract gave a pale yellow oil which crystallised from a mixture of toluene and petroleum ether to give 5-benzyloxy-3-(2-hydroxyethyl)indole as a white crystalline powder m.p. 97°-98°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04062869 |
| Source dataset | uspto-grants-1977_12 |
| ORD ID | ord-23ec6525c4244b4f9f7f173e7a825fb9 |
| Source note | uspto-grants-1977_12 |