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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2296900Generated: October 25, 2026

Ethyl propiolate → Ethyl 1-benzyl-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/2296900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl propiolateHCID 12182—
ReactantN-benzyl-N-formylglycineHCID 12958481—
SolventAcetic AnhydrideHCID 7918—
ProductEthyl 1-benzyl-1H-pyrrole-3-carboxylateHCID 1466772994%

Reaction Steps

Using 1.93 g (10 mmol) of N-benzyl-N-formylglycine, 3.65 g (37.2 mmol) of ethyl propiolate and 10 ml of acetic anhydride, a reaction and post treatment were conducted in a similar manner as, in Referential Example 1. The resulting brown oil was purified by silica gel column chromatography [silica gel: “No.9385”, product of Merck & Co., Inc. (the same silica gel was also used in the subsequent referential examples and examples); eluent: ethyl acetate/hexane=1/3], whereby 2.156 g of the title compound were obtained (yield: 94.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06489473B2
Source datasetuspto-grants-2002_12
ORD IDord-44bb8a1dc0ec490fa9d714ab2df75456
Source noteuspto-grants-2002_12