1-Bromododecane → Pyrrolidine, 1-dodecyl-

HRID 1245245ノート

反応式

HRID 1245245 の反応式
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:18]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH3:7]

参加物

5

反応物 3

HCID 89191-BromododecaneHCID 11430Potassium CarbonateHCID 31268Pyrrolidine

生成物 1

HCID 3732021Pyrrolidine, 1-dodecyl-収率 64.1%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
55 °C

実験手順

47 g pyrrolidine, 149.5 g 1-bromododecane and 83 g potassium carbonate were added to 560 mL acetone. The reaction mixture was heated at 55° C. for 24 hr, then filtered. Solvent was removed from the filtrate, yielding 92 g N-dodecylpyrrolidine. 80 g N-dodecylpyrrolidine and 52.6 g 1-bromo-3-chloropropane were dissolved in 133 mL methanol and the reaction mixture was heated at 65° C. for 18 hr. After cooling to room temperature, methanol was removed under reduced pressure. The residue was poured into 2 L diethylether with stirring and the mixture was allowed to stand for another 6 hr. The white precipitate thus formed was filtered and was dried at 40° C. under a vacuum for 24 hr yielding 85 g (3-chloropropyl)dodecylpyrrolidinium bromide as a white solid.

後処理

  1. filtrationfiltered
  2. customSolvent was removed from the filtrate

出典と根拠

ORDレコード
ord-55df83378f9047269d9c981d20eaaa9e
出典データセット
uspto-grants-2006_10
特許番号
US07125547B2

反応ノート

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