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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 224896Generated: October 25, 2026

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

https://huagongshe.com/reaction/224896

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NitropropaneHCID 398—
ReactantIndole, 5-bromo-3-(dimethylamino)methyl-HCID 13249—
ReactantSodium HydroxideHCID 14798—
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 67C. The product was recovered as a dark syrup-like liquid from which the crystalline product was obtained by dissolving in IPr2O. The crystalline material was recrystallized from IPr2O 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 numberUS04234595
Source datasetuspto-grants-1980_11
ORD IDord-c48a9f2130ff4502a82b7c73a7971276
Source noteuspto-grants-1980_11