Amantadine → N-(Adamantan-1-yl)prop-2-enimidic acid

HRID 1748696

反応式

HRID 1748696 の反応式
[C:1]12([NH2:11])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.C(N(CC)CC)C.[C:19](Cl)(=[O:22])[CH:20]=[CH2:21]>C1COCC1>[C:1]12([NH:11][C:19](=[O:22])[CH:20]=[CH2:21])[CH2:8][CH:7]3[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]3)[CH2:2]1)[CH2:10]2

参加物

5

反応物 3

HCID 2130AmantadineHCID 8471TriethylamineHCID 13140Acryloyl chloride

生成物 1

HCID 284637N-(Adamantan-1-yl)prop-2-enimidic acid収率 83%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1-Adamantylamine (0.76 g; 5.0 mmol) and triethylamine (0.77 ml; 5.5 mmol) were dissolved in dry THF (40 mL) on an ice bath. After dropping acryloyl chloride (0.45 ml; 5.5 mmol) onto the solution, the mixture was stirred for 4 hours. After the reaction, the precipitate was removed by filtration, and the supernatant liquid was concentrated under reduced pressure. The resulting crude product was recrystallized from chloroform to give N-(1-adamantyl)acrylamide (0.85 mg; yield: 83%).

後処理

  1. customAfter the reaction
  2. customthe precipitate was removed by filtration
  3. concentrationthe supernatant liquid was concentrated under reduced pressure
  4. customThe resulting crude product was recrystallized from chloroform

出典と根拠

ORDレコード
ord-f68d3521c38c43e1b183e0ec68c0dd61
出典データセット
uspto-grants-2015_10
特許番号
US09150762B2

関連ノート

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