P-Methoxyphenylacetyl chloride, with

Also obtained by reaction of p-methoxyphenylacetyl chloride with 4-hydroxy-2,6-dimethoxy-toluene in ethyl ether in the presence of aluminium chloride (18%) [5394]. 

Allenylacetylenes, 50,101 ir-Allylnickel bromide, 52,199 Aluminum amalgam, 52, 7S Aluminum chloride, with ethylene and p-methoxyphenylacetyl chloride to give 6-methoxy-(3-tetralone, 51, 109... 

Ethylenediamine, complexes with chro-mium(ll) salts, 52,62 Ethyl diazoacetate, as source of car-bethoxycarbene, 50,94 Ethylene, with p-methoxyphenylacetyl chloride and aluminum chloride to give 6-methoxy-d-tetralone, 51,... 

In a 2-1. three-necked flask equipped with a mechanical stirrer, a reflux eondenser fitted with a calcium chloride drying tube, and a pressure-equalizing dropping funnel are placed 53.4 g. (0.4 mole) of anhydrous aluminum chloride (Note 1) and 800 ml. of dichloromethane (Note 2). The flask is placed in a dry ice-acetone bath, and the mixture is stirred for a few minutes before slowly adding a solution of 36.9 g. (0.2 mole) of p-methoxyphenylacetyl chloride (Note 3) in 200 ml. of di-cliloromethane over 45 minutes. When the addition is complete,... 

S)-Proline was homologated to the pyrrolidinylacetic ester 864, after which N-acylation with p-methoxyphenylacetyl chloride, intramolecular condensation and enol ether formation created the indolizidinone system of 865. Standard transformations completed the synthesis of the alkaloid ( + )-(842), which was isolated as the hydrobromide salt ([a]o +54.1°, c 1, EtOH). 

The second route to ipalbidine also provides the first synthesis of its /5-d-glucoside ipalbine.3 2-Methoxypyrroline (4) was condensed with methyl acetoacetate at 85 °C in the absence of solvent to give the keto-ester (5). Acylation of the sodium salt of (5) was achieved with p-methoxyphenylacetyl chloride, but the expected acyl derivative could not be isolated. However, after the addition of a further equivalent of sodium hydride and heating at 80 °C the cyclization product (6) was obtained in moderately good yield. Some of the corresponding carboxylic acid was also isolated. Demethylation and decarboxylation of (6) by means of 48 % hydrobromic acid then gave the tetrasubstituted pyridone (7), which was... 

Esters, from diazoketones and organo-boranes, 53, 82 Esters, a-deuterio-, S3, 82 Esters, 7,6-unsaturated by Claisen rearrangement, 53,122 Ethers, by oxymercuration, 53, 96 Ethers, aryl methyl-, selective mono-demethylation of, 53, 93 Ethyl diazoacetate, as source of car-bethoxycarbene, 50, 94 Ethylenediamine, complexes with chromium(II) salts, 52, 62 Ethylene, with p-methoxyphenylacetyl chloride and aluminum chloride to give 6-methoxy-/3-tetralone,... 

Also obtained by Friedel-Crafts acylation of 1,2,4-trimethoxybenzene with p-methoxyphenylacetyl chloride in the presence of aluminium chloride in ethyl ether [5520],... 

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