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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 544903Generated: October 25, 2026

4-Bromobenzoyl chloride → 4-Bromo-3-(4-bromophenylmethyl)-1-(beta-D-glucopyranosyl)indole

https://huagongshe.com/reaction/544903

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromobenzoyl chlorideHCID 68515—
Reactant4-bromo-1-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)indoleHCID 67197865—
Product4-Bromo-3-(4-bromophenylmethyl)-1-(beta-D-glucopyranosyl)indoleHCID 67199188—

Reaction Steps

The titled compound was prepared from 4-bromo-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole obtained in Example 22-(1) and 4-bromobenzoyl chloride in a manner similar to Example 3 as a colorless powder. APCI-Mass m/Z 526/528/530 (M+H). 1H-NMR (DMSO-d6) δ 3.20-3.48 (m, 4H), 3.66 (m, 2H), 4.27 (s, 2H), 4.54 (t, J=5.4 Hz, 1H), 5.10 (d, J=5.3 Hz, 1H), 5.17 (d, J=5.0 Hz, 1H), 5.23 (d, J=5.8 Hz, 1H), 5.41 (d, J=9.0 Hz, 1H), 7.04 (t, J=7.9 Hz, 1H), 7.16 (d, J=8.3 Hz, 2H), 7.21 (d, J=7.5 Hz, 1H), 7.33 (s, 1H), 7.45 (d, J=8.3 Hz, 2H), 7.60 (d, J=8.2 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935674B2
Source datasetuspto-grants-2011_05
ORD IDord-2afcb7753060432c887ab1aa58da7970
Source noteuspto-grants-2011_05