Nitromethane → 7a-nitromethyl-2,3,5,6,7,7a-hexahydro-1H-pyrrolizine

HRID 704100

反応式

HRID 704100 の反応式
[N+:1]([CH3:4])([O-:3])=[O:2].Cl[CH2:6][CH2:7][CH2:8][C:9](=O)[CH2:10][CH2:11][CH2:12]Cl.[NH3:15].CO>>[N+:1]([CH2:4][C:9]12[CH2:10][CH2:11][CH2:12][N:15]1[CH2:6][CH2:7][CH2:8]2)([O-:3])=[O:2]

参加物

4

反応物 3

HCID 6375NitromethaneHCID 2467491,7-Dichloro-heptan-4-oneHCID 21705897Ammonia methanol

生成物 1

HCID 104873597a-nitromethyl-2,3,5,6,7,7a-hexahydro-1H-pyrrolizine収率 90%

反応条件

温度
20 °C

実験手順

To a solution of nitromethane (0.67 g, 11 mmol) in 0.3 ml of 16% NH3 /MeOH, 1,7-dichloro-4-heptanone (0.50 g, 2.7 mmol) was added dropwise at 20° C. The resulting solution was stirred for 24 hours at 20° C. under ammonia gas atmosphere. The reaction mixture was concentrated and 0.1N NaOH was added to the residue to extract with methylene chloride. The extract was dried over anhydrous sodium sulfate, concentrated and distilled in vacuo to afford 0.42 g of the desired compound (Yield: 90%).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. addition0.1N NaOH was added to the residue
  3. extractionto extract with methylene chloride
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. distillationdistilled in vacuo

出典と根拠

ORDレコード
ord-f3023006ff74463695d8ee852d5a6d51
出典データセット
uspto-grants-1991_01
特許番号
US04985569

関連ノート

読み込み中…