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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644100Generated: October 25, 2026

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

https://huagongshe.com/reaction/644100

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 numberUS07700642B2
Source datasetuspto-grants-2010_04
ORD IDord-7f0238898529425f8fbc3789188113ef
Source noteuspto-grants-2010_04