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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227521Generated: October 27, 2026

Hexane → 1-Benzyloxycarbonyl-5-chloro-3-hydroxymethylindole

https://huagongshe.com/reaction/2227521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium borohydrideHCID 4311764—
Reactant1-Benzyloxycarbonyl-5-chloro-3-formylindolHCID 18473987—
SolventMethanolHCID 887—
Product1-Benzyloxycarbonyl-5-chloro-3-hydroxymethylindoleHCID 1847392189.4%

Reaction Steps

To a solution of 1-benzyloxycarbonyl-5-chloro-3-formylindol (2.00 g) in methanol (13 ml) was added sodium borohydride (241 mg) at 0° C. After the mixture was stirred for 15 minutes at the same temperature, ice water was added to the mixture. Potassium carbonate was added to make the mixture saturate. The whole was extracted with ether and the extract was dried over magnesium sulfate. Concentration of the mixture gave a residue, to which hexane was added. 1-benzyloxycarbonyl-5-chloro-3-hydroxymethylindol (1.80 g) was obtained as a crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06414003B1
Source datasetuspto-grants-2002_07
ORD IDord-45339854815741609d0addabf2eccf54
Source noteuspto-grants-2002_07