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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356015Generated: October 29, 2026

Sodium Hydroxide → 6-Chloro-5-methyl-2,3-dihydro-1H-indole

https://huagongshe.com/reaction/356015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant6-chloro-5-methyl-1H-indoleHCID 10773354—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product6-Chloro-5-methyl-2,3-dihydro-1H-indoleHCID 2218608095%

Reaction Conditions

Temperature15 °C

Reaction Steps

6-Chloro-5-methylindole (D9) (0.109 g, 0.66 mmol) was stirred at 15° C. in glacial acetic acid (3 ml), and sodium cyanoborohydride (0.125 g, 1.98 mmol) was added. The mixture was stirred at 15° C. for 2 h, diluted with water (40 ml), basified with solid NaOH, and extracted with ether. The extract was dried (Na2SO4) and evaporated to give the title compound (0.105 g, 95%) as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834494
Source datasetuspto-grants-1998_11
ORD IDord-98567b1f3638426da8000ac349344795
Source noteuspto-grants-1998_11