Trimethylsilyldiazomethane → 1-Benzyl 3-methyl azetidine-1,3-dicarboxylate

HRID 747012ノート

反応式

HRID 747012 の反応式
[CH2:1]([O:8][C:9]([N:11]1[CH2:14][CH:13]([C:15]([OH:17])=[O:16])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:18][Si](C=[N+]=[N-])(C)C>CO.C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]([N:11]1[CH2:12][CH:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:14]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 167693TrimethylsilyldiazomethaneHCID 109882141-[(Benzyloxy)carbonyl]azetidine-3-carboxylic acid

生成物 1

HCID 450725021-Benzyl 3-methyl azetidine-1,3-dicarboxylate収率 96%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 1140Toluene溶媒

実験手順

1-Benzyloxycarbonyl-3-azetidinecarboxylic acid (from step (i); 9.3 g, 39.6 mmol) was dissolved in methanol (100 mL) and toluene (100 mL), and cooled to 0° C. A solution of 2M trimethylsilyldiazomethane in hexanes was then added dropwise until bubbling had ceased and the yellow colour persisted. Acetic acid was then added dropwise until the yellow colour disappeared. Concentration of the solution yielded the title compound as an oil (9.48 g, 38 mmol, 96%).

後処理

  1. customuntil bubbling
  2. additionAcetic acid was then added dropwise until the yellow colour

出典と根拠

ORDレコード
ord-68ca3fb969cb4dfdae3d1b10b51885cb
出典データセット
uspto-grants-2008_07
特許番号
US07393858B2

反応ノート

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