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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547970Generated: October 26, 2026

Phosphorus oxychloride → methyl trans-3-(1-methyl-2-phenyl-1H-indol-3-yl)acrylate

https://huagongshe.com/reaction/547970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant1-Methyl-2-phenylindoleHCID 77095—
ReactantMethyl 3-methoxyacrylateHCID 5323651—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Productmethyl trans-3-(1-methyl-2-phenyl-1H-indol-3-yl)acrylateHCID 1573292176%

Reaction Steps

1.04 g of 1-methyl-2-phenyl-1H-indol, 0.64 g of methyl trans-3-methoxyacrylate, 94.5 mg of water and 6 ml of glacial acetic acid were mixed, 124 mg of phosphorus oxychloride was added into the mixture at an inner temperature of 25° C., the added mixture was stirred for 7 hours at the same temperature to cause a reaction. After completion of the reaction, 30 mL of water was added dropwise into the reaction liquid, 50 mL of ethyl acetate was added and extraction treatment was conducted, and the resulting organic layer was subjected to concentration treatment. The resultant concentrated residue was purified by flash chromatography, to obtain 1.11 g of methyl trans-3-(1-methyl-2-phenyl-1H-indol-3-yl)acrylate (yellow solid). Yield: 76%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939674B2
Source datasetuspto-grants-2011_05
ORD IDord-3468ebb38bf546dc893377d4f9cb30a2
Source noteuspto-grants-2011_05