Benzylamine → Methyl 1-benzylaziridine-2-carboxylate

HRID 1670021

反応式

HRID 1670021 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 561085Methyl 1-benzylaziridine-2-carboxylate収率 85%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-76632c52cb93432f9eec1ec57abd645c
出典データセット
uspto-grants-2011_08
特許番号
US07989634B2

関連ノート

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