Pyridine → Ethyl 4-adamantan-1-yl-phenyl-carbamate

HRID 1900083ノート

反応式

HRID 1900083 の反応式
Cl.[C:2]12([C:12]3[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=3)[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2.N1C=CC=CC=1.Cl[C:26]([O:28][CH2:29][CH3:30])=[O:27]>C(Cl)Cl>[C:2]12([C:12]3[CH:13]=[CH:14][C:15]([NH:18][C:26](=[O:27])[O:28][CH2:29][CH3:30])=[CH:16][CH:17]=3)[CH2:9][CH:8]3[CH2:10][CH:4]([CH2:5][CH:6]([CH2:7]3)[CH2:11]1)[CH2:3]2

参加物

5

反応物 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 27711374-(Adamantan-1-yl)aniline hydrochloride

生成物 1

HCID 23371868Ethyl 4-adamantan-1-yl-phenyl-carbamate収率 93.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

5.28 g (20 mmol) of 4-adamantan-1-yl-phenylamine hydrochloride were placed in 100 ml of methylene chloride and treated with 3.22 g (42.0 mmol) of pyridine. A solution of 2.39 g (22.0 mmol) of ethyl chloroformate in 15 ml of methylene chloride was added dropwise to this suspension at room temperature while stirring during 15 minutes. The reaction mixture was stirred at room temperature for 2 hours. Subsequently, the mixture was washed with water and the organic phase was dried over sodium sulfate, filtered and evaporated. The residue was recrystallized from methylene chloride/n-hexane. 5.6 g of ethyl 4-adamantan-1-yl-phenyl-carbamate were obtained as a white crystallizate. M.p.: 132°-134°.

後処理

  1. stirringThe reaction mixture was stirred at room temperature for 2 hours
  2. washSubsequently, the mixture was washed with water
  3. dry with materialthe organic phase was dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was recrystallized from methylene chloride/n-hexane

出典と根拠

ORDレコード
ord-97f07735c3b74d99829da0ac01f25c54
出典データセット
uspto-grants-1996_11
特許番号
US05574055

反応ノート

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