Toluene → tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate

HRID 546716ノート

反応式

HRID 546716 の反応式
[CH3:1][Si](C=[N+]=[N-])(C)C.[C:8]([CH2:11][CH:12]1[CH2:16][CH2:15][CH2:14][N:13]1[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])([OH:10])=[O:9].C1(C)C=CC=CC=1>CO>[CH3:1][O:9][C:8]([CH2:11][CH:12]1[CH2:16][CH2:15][CH2:14][N:13]1[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[O:10]

参加物

5

反応物 3

HCID 1140TolueneHCID 167693TrimethylsilyldiazomethaneHCID 40183572-{1-[(Tert-butoxy)carbonyl]pyrrolidin-2-yl}acetic acid

生成物 1

HCID 13425758tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Trimethylsilyldiazomethane (2 M solution in hexane, 1.5 ml) was added dropwise to a mixed solution of tert-butyl 2-carboxymethylpyrrolidine-1-carboxylate (CAS No. 194154-91-1, 500 mg) in methanol (1 ml)-toluene (1 ml) under ice-cooling, and the reaction solution was stirred at the same temperature for three hours. The reaction solution was concentrated. The resulting residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 506 mg of the title compound. The property values of the compound are as follows.

後処理

  1. concentrationThe reaction solution was concentrated
  2. customThe resulting residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

出典と根拠

ORDレコード
ord-7a8e9d1a2d204e72bf6ba8c9b0dff4bb
出典データセット
uspto-grants-2011_05
特許番号
US07935815B2

反応ノート

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