Methanol → Methyl 4-(1-aminocyclopropyl)benzoate

HRID 1466405

反応式

HRID 1466405 の反応式
[NH2:1][C:2]1([C:5]2[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=2)[CH2:4][CH2:3]1.CO.[CH3:16][Si](C=[N+]=[N-])(C)C.CCCCCC>C1COCC1>[NH2:1][C:2]1([C:5]2[CH:13]=[CH:12][C:8]([C:9]([O:11][CH3:16])=[O:10])=[CH:7][CH:6]=2)[CH2:4][CH2:3]1

参加物

6

反応物 4

HCID 887MethanolHCID 8058HexaneHCID 167693TrimethylsilyldiazomethaneHCID 45140208HCID 45140208、化合物

生成物 1

HCID 45140209Methyl 4-(1-aminocyclopropyl)benzoate収率 87%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4-(1-aminocyclopropyl)benzoic acid (1.75 g, 0.00988 mol) was stirred in THF (20 mL) and Methanol (10 mL) over ice/water bath. 2.00 M of trimethylsilyldiazomethane in hexane (9.9 mL, 0.020 mol) was added and the mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated down to viscous oil which solidified upon standing to give a crystalline solid. Crude material was dried on high vacuum line for 12 hours to give methyl 4-(1-aminocyclopropyl)benzoate (1.65 g, 87%) as pale brown solid.

後処理

  1. concentrationThe reaction mixture was concentrated down to viscous oil which
  2. customto give a crystalline solid
  3. customCrude material was dried on high vacuum line for 12 hours

出典と根拠

ORDレコード
ord-7407d88d941c48b0880db251dbbbc6b4
出典データセット
uspto-grants-2015_04
特許番号
US09000024B2

関連ノート

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