Methyl α‐(Bromomethyl)Acrylate

Abstract

Methyl α‐(bromomethyl)acrylate reactant: 440 g (2.0 mol) of diethyl bis(hydroxymethyl)malonate intermediate: β,β′‐dibromoisobutyric acid intermediate: 20 g (0.077 mol) of methyl β,β′‐dibromoisobutyrate product: Ethyl α‐(bromomethyl)acrylate product: Methyl α‐(bromomethyl)acrylate

Bridged aromatic alkenes for the study of carbocation–π interaction

“…All other reagents, unless otherwise noted, were obtained from Aldrich Chemical Co., Fisher Scientific, Acros Organics, Lancaster, or Janssen Chemica and were used without further purification unless otherwise indicated. acrylate, prepared by the method of Cassady et al, 44 were converted to a black solid that was sublimed at 85e95 C (0.1 mm Hg) to yield 33% of colorless 14, which was recrystallized from 1:1 hexanes/ether: mp 112e113 C (lit. 9 -Tetrahydro-5H-5,9-methano-benzocycloheptene-7-endo-carboxylic acid methyl ester (15).…”

Indium-Induced Addition of Bromomethylacrylates to Phthaloyl-Protected Amino Aldehydes

“…9 The amino aldeyhdes were obtained spectroscopically pure and were used without further pu-rification. Aiming at the preparation of a-methylene g-butyrolactones we used methyl 2-(bromomethyl)acrylate 10 as allylating substrate. With indium as reducing agent we obtained best results in mixtures of water and ethanol as solvent.…”