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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42678Generated: October 26, 2026

Benzene → 6-bromo-1H-indene

https://huagongshe.com/reaction/42678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantSulfuric AcidHCID 1118—
Reactant5-Bromo-1-indanoneHCID 520695—
ReactantSodium borohydrideHCID 4311764—
SolventMethanolHCID 887—
Product6-bromo-1H-indeneHCID 12679518—

Reaction Steps

Reduction of 5-bromo-1-indanone E1 with sodium borohydride in MeOH followed by dehydration of the resulting alcohol with sulfuric acid in refluxing benzene at about 80° C. affords 6-bromo-1H-indene E2 (CAS#33065-61-1; see, Young J R, Huang S X, Walsh T F, Wyvratt M J, Yang Y T, Yudkovitz J B, Cui J, Mount G R, Ren R N, Wu T-J, Shen X, Lyons K A, Mao A-H, Carlin J R, Karanam B V, Vincent S H, Cheng K and Goulet M T, Bioorg. Med. Chem. Lett. 2002, 12 (5), 827-832).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536189B2
Source datasetuspto-grants-2013_09
ORD IDord-0d8eca445b2e4f0ea9bc68a2e4bf60e2
Source noteuspto-grants-2013_09