2-Methylaziridine → E-4-(2-methyl-1-aziridinyl)-2-butenoic acid ethyl ester

HRID 583542노트

반응식

HRID 583542 반응식
C[CH2:2][N:3]([CH2:6][CH3:7])[CH2:4][CH3:5].BrC/C=[CH:11]/[C:12]([O:14][CH2:15][CH3:16])=[O:13].CC1CN1>C1COCC1.CCOC(C)=O>[CH2:15]([O:14][C:12](=[O:13])/[CH:11]=[CH:7]/[CH2:6][N:3]1[CH2:2][CH:4]1[CH3:5])[CH3:16]

참가 물질

6

반응물 3

HCID 63772-MethylaziridineHCID 8471TriethylamineHCID 5373944Ethyl (E)-4-bromobut-2-enoate

생성물 1

HCID 88285506E-4-(2-methyl-1-aziridinyl)-2-butenoic acid ethyl ester

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

Add 10 mL of NEt3 to a solution of 9.2 mL of ethyl 4-bromocrotonate and 4 mL of 2-methylaziridine in 100 mL of THF. Stir for 60 h, during which time a white precipitate forms. Dilute the reaction mixture with 300 mL of EtOAc and wash with water and then with brine. Dry the organic solution over MgSO4, filter, and concentrate in vacuo to yield 6.7 g of crude product. Purify by flash chromatography (silica gel, 1:4 hexane/EtOAc) to yield 5.2 g of E-4-(2-methyl-1-aziridinyl)-2-butenoic acid ethyl ester.

후처리

  1. washwash with water
  2. dry with materialDry the organic solution over MgSO4
  3. filtrationfilter
  4. concentrationconcentrate in vacuo
  5. customto yield 6.7 g of crude product
  6. customPurify by flash chromatography (silica gel, 1:4 hexane/EtOAc)

출처 및 근거

ORD 기록
ord-e6cae2f647df41f1a90721635c5d5780
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05929236

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