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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731082Generated: October 30, 2026

Dichloromethane → HCID 68815374, compound

https://huagongshe.com/reaction/731082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 68814415HCID 68814415—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68815374HCID 68815374—

Reaction Steps

The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 4-bromo-1,3-dimethyl-2-phenyl-1H-indole (1.182 g, 3.937 mmol) was reacted with aqueous 2M K2CO3 (3.9 ml), 4-methoxyphenylboronic acid (0.838 g, 5.512 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.096 g, 0.118 mmol) in dioxane (39 ml) to give the product (1.253 g, 3.827 mmol, 97%) as a yellow, viscous oil. 1H NMR (DMSO-d6) δ 1.72 (s, 3H), 3.60 (s, 3H), 3.81 (s, 3H), 6.85 (dd, J=0.8, 7.0 Hz, 1H), 6.99 (d, J=8.7 Hz, 2H), 7.20 (t, J=7.3 Hz, 1H), 7.32 (d, J=8.7 Hz, 2H), 7.41-7.47 (m, 4H), 7.53 (t, J=7.6 Hz, 2H); [ESI(+)], m/z 328 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582773B2
Source datasetuspto-grants-2009_09
ORD IDord-968077798e60425d865b9b7c27f8aa12
Source noteuspto-grants-2009_09