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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731103Generated: October 30, 2026

Dichloromethane → HCID 68814335, compound

https://huagongshe.com/reaction/731103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 68814191HCID 68814191—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68814335HCID 68814335—

Reaction Steps

The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 1,3-dibenzyl-5-bromo-2-phenyl-1H-indole (1.932 g, 4.271 mmol) was reacted with aqueous 2M K2CO3 (4.3 ml), 4-methoxyphenylboronic acid (0.909 g, 5.979 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.105 g, 0.128 mmol) in dioxane (43 ml) to give the product (1.163 g, 2.425 mmol, 57%) as a brown, viscous oil. 1H NMR (DMSO-d6) δ 3.76 (s, 3H), 4.06 (s, 2H), 5.34 (s, 2H), 6.87 (d, J=7.6 Hz, 2H), 6.97 (d, J=8.8 Hz, 2H), 7.09-7.23 (m, 8H), 7.34 (dd, J=1.7, 8.6 Hz, 1H), 7.39-7.49 (m, 8H), 7.56 (s, 1H); [ESI(+)], m/z 480 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582773B2
Source datasetuspto-grants-2009_09
ORD IDord-1da256be2a56472f99b96523e3fc2271
Source noteuspto-grants-2009_09