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

HRID 2234478노트

반응식

HRID 2234478 반응식
[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]

참가 물질

6

반응물 4

HCID 180AcetoneHCID 517045Sodium AcetateHCID 5049666Sodium triacetoxyborohydrideHCID 11480505Ethyl 1-(aminomethyl)cyclopropanecarboxylate2회

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-fb757664b412412395c7580d164fdcc6
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709471B2

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