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

HRID 583542ノート

反応式

HRID 583542 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-e6cae2f647df41f1a90721635c5d5780
出典データセット
uspto-grants-1999_07
特許番号
US05929236

反応ノート

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