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

HRID 1900083노트

반응식

HRID 1900083 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 23371868Ethyl 4-adamantan-1-yl-phenyl-carbamate수율 93.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-97f07735c3b74d99829da0ac01f25c54
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05574055

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