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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2413038Generated: November 2, 2026

2-Nitropropane → 5-Bromo-3-(2-methyl-2-nitropropyl)indole

https://huagongshe.com/reaction/2413038

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NitropropaneHCID 398—
ReactantIndole, 5-bromo-3-(dimethylamino)methyl-HCID 13249—
ReactantSodium HydroxideHCID 14798—
SolventDiisopropyl EtherHCID 7914—
Product5-Bromo-3-(2-methyl-2-nitropropyl)indoleHCID 12619661—

Reaction Steps

5-Bromogramine, 60.0 g., 165 g. of 2-nitropropane, and 10.5 g. of sodium hydroxide pellets were caused to react under the conditions of Procedure 10C. The product was recovered as a dark syrup-like liquid from which the crystalline product was obtained by dissolving in i-Pr2O. The crystalline material was recrystallized from i-Pr2O to yield 48.6 g. of tan crystalline product, m.p. 106°-109°. The structure was confirmed by examination of the NMR spectrum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04495352
Source datasetuspto-grants-1985_01
ORD IDord-cc9d840aa0164f5180edf71ebc0b6051
Source noteuspto-grants-1985_01