Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1769130Generated: October 25, 2026

Methyl Acrylate → N-Methyl-N-(4-methoxybenzyl)-4-(2-(methoxycarbonyl)ethenyl)phenylsulfonamid

https://huagongshe.com/reaction/1769130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantTriethylamineHCID 8471—
ReactantN-methyl-N-(4-methoxybenzyl)-4-bromophenylsulfonamideHCID 8319395—
CatalystTri-o-tolylphosphineHCID 80271—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
ProductN-Methyl-N-(4-methoxybenzyl)-4-(2-(methoxycarbonyl)ethenyl)phenylsulfonamidHCID 54424125123.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of N-methyl-N-(4-methoxybenzyl)-4-bromophenylsulfonamide (1.68 g, 4.54 mmol), Pd(OAc)2 (20 mg, 0.091 mmol), tri-o-tolylphosphine (55 mg, 0.18 mmol), triethylamine (1.25 mL), acetonitrile (2.5 mL) and methyl acrylate (0.83 mL, 9.08 mmol) were placed in a stainless steel bomb and heated to about 120° C. for 4 hours. The mixture was cooled to 0° C., the bomb was vented, and the solid reaction mixture was collected, washed with ether and dried to afford 2.1 g of crude product which was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05380721
Source datasetuspto-grants-1995_01
ORD IDord-6a0d4102900f4010bdfd66f349000f77
Source noteuspto-grants-1995_01