Benzylamine → Methyl 1-benzylaziridine-2-carboxylate

HRID 1670021

반응식

HRID 1670021 반응식
Br[CH:2]([CH2:7]Br)[C:3]([O:5][CH3:6])=[O:4].C([O-])([O-])=O.[K+].[K+].[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(#N)C>[CH2:15]([N:22]1[CH2:7][CH:2]1[C:3]([O:5][CH3:6])=[O:4])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 7504BenzylamineHCID 11430Potassium CarbonateHCID 95428Methyl 2,3-dibromopropionate

생성물 1

HCID 561085Methyl 1-benzylaziridine-2-carboxylate수율 85%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of methyl 2,3-dibromopropionate (92.50 g, 10.0 mmol) and K2CO3 (4.10 g 30.0 mmol) in acetonitrile (30 mL) was added dropwise benzylamine (1.20 mL, 11 mmol). After being stirred at rt for 4 h, and the reaction mixture was quenched with a saturated aqueous NH4Cl solution. The organic material was extracted with EtOAc, the extracts dried over MgSO4, concentrated in vacuo. The residue was purified by column chomatography (EtOAc/Hex 2/1) to give the title compound (1.62 g, 85%).

후처리

  1. customthe reaction mixture was quenched with a saturated aqueous NH4Cl solution
  2. extractionThe organic material was extracted with EtOAc
  3. dry with materialthe extracts dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chomatography (EtOAc/Hex 2/1)

출처 및 근거

ORD 기록
ord-76632c52cb93432f9eec1ec57abd645c
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989634B2

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