Acetone → Ethyl1-[(propan-2-ylamino)methyl]cyclopropane-1-carboxylate

HRID 2234478ノート

反応式

HRID 2234478 の反応式
[CH2:1]([O:3][C:4]([C:6]1([CH2:9][NH2:10])[CH2:8][CH2:7]1)=[O:5])[CH3:2].[CH3:11][C:12]([CH3:14])=O.C([O-])(=O)C.[Na+].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1([CH2:9][NH:10][CH:12]([CH3:14])[CH3:11])[CH2:8][CH2:7]1)=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 180AcetoneHCID 517045Sodium AcetateHCID 5049666Sodium triacetoxyborohydrideHCID 11480505Ethyl 1-(aminomethyl)cyclopropanecarboxylate2 回

生成物 1

HCID 68684554Ethyl1-[(propan-2-ylamino)methyl]cyclopropane-1-carboxylate収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of ethyl1-(aminomethyl)cyclopropane-1-carboxylate (Intermediate 114; 20.65 g, 250 mmol) in DCM (200 mL) was added acetone (3.74 mL, 51 mmol). After stirring at room temperature for 15 minutes, sodium acetate (4.185 g, 51 mmol) was added, followed by sodium triacetoxyborohydride (15.905 g, 75 mmol). The suspension was stirred at room temperature for 2 days then partitioned between DCM and an aqueous solution of saturated sodium hydrogen carbonate. The organic layer was separated, then dried over sodium sulphate evaporated to yield the title compound as a clear oil (9.2 g, 100%).

後処理

  1. stirringThe suspension was stirred at room temperature for 2 days
  2. customthen partitioned between DCM
  3. customThe organic layer was separated
  4. dry with materialdried over sodium sulphate
  5. customevaporated

出典と根拠

ORDレコード
ord-fb757664b412412395c7580d164fdcc6
出典データセット
uspto-grants-2010_05
特許番号
US07709471B2

反応ノート

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