Hydrogen Peroxide → 2,3-Diaza-spiro[4.4]non-2-ene

HRID 12480

反応式

HRID 12480 の反応式
[NH2:1][CH2:2][C:3]1([CH2:8][NH2:9])[CH2:7][CH2:6][CH2:5][CH2:4]1.OO.[O-]Cl.[Na+]>O.CO>[CH2:2]1[C:3]2([CH2:7][CH2:6][CH2:5][CH2:4]2)[CH2:8][N:9]=[N:1]1

参加物

6

反応物 3

HCID 784Hydrogen PeroxideHCID 4325931,1-CyclopentanedimethanamineHCID 23665760Sodium Hypochlorite

生成物 1

HCID 547519672,3-Diaza-spiro[4.4]non-2-ene収率 90%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

C-(1-Aminomethyl-cyclopentyl)-methylamine (4.87 g) was taken up in a mixture of H2O (40 mL) and MeOH (10 mL), and cooled in an ice bath. Simultaneously, H2O2 (23.9 mL of a 30% solution. 6 equiv.) and NaClO (54.3 mL of a 10% solution, 2.4 equiv.) were added dropwise, the ice bath was removed, and the mixture was stirred for 2 h. at room temperature. Extraction with DCM, drying over Na2SO4 and evaporation under reduced pressure yielded 3.74 g of a clear, light-yellow liquid containing 90% of the anticipated product and 10% of the diamine starting material. This material was used in subsequent steps without further purification. 1H NMR (400 MHz, CDCl3) δ 1.48-1.57 (m, 4H), 1.62-1.69 (m, 4H), 4.26 (s, 4H).

後処理

  1. temperaturecooled in an ice bath
  2. customthe ice bath was removed
  3. extractionExtraction with DCM
  4. dry with materialdrying over Na2SO4 and evaporation under reduced pressure
  5. customyielded 3.74 g of a clear, light-yellow liquid

出典と根拠

ORDレコード
ord-950943709ef94e2cbd449c048cfa7060
出典データセット
uspto-grants-2010_06
特許番号
US07728018B2

関連ノート

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