Chloroacetyl chloride → N-chloromethylcarbonyl-2-azatricyclo-[4.3.1.14,8]undecane

HRID 963468노트

반응식

HRID 963468 반응식
[CH:1]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3][NH:2]1)[CH2:9]2.[Cl:12][CH2:13][C:14](Cl)=[O:15]>ClCCl.O>[Cl:12][CH2:13][C:14]([N:2]1[CH2:3][CH:4]2[CH2:10][CH:8]3[CH2:7][CH:6]([CH2:11][CH:1]1[CH2:9]3)[CH2:5]2)=[O:15]

참가 물질

5

반응물 2

HCID 6577Chloroacetyl chlorideHCID 322724-Azatricyclo[4.3.1.13,8]undecane

생성물 1

HCID 86752745N-chloromethylcarbonyl-2-azatricyclo-[4.3.1.14,8]undecane수율 73.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 2-azatricyclo[4.3.1.14,8 ]undecane (0.30 g) in dichloromethane (4 ml) and water (0.4 ml) was added dropwise a solution of chloroacetyl chloride (0.26 g) in dichloromethane (2 ml) under stirring at cooling in an ice-bath. The mixture was stirred 2 hours under the same condition and then at ambient temperature overnight. The reaction mixture was washed with IN hydrochloric acid aqueous solution and saturated sodium bicarbonate aqueous solution, and dried over sodium sulfate. Removal of the solvent gave N-chloromethylcarbonyl-2-azatricyclo-[4.3.1.14,8 ]undecane (0.33 g), which was used in a following reaction step without further purification.

후처리

  1. temperatureat cooling in an ice-bath
  2. stirringThe mixture was stirred 2 hours under the same condition
  3. customat ambient temperature
  4. customovernight
  5. washThe reaction mixture was washed with IN hydrochloric acid aqueous solution and saturated sodium bicarbonate aqueous solution
  6. dry with materialdried over sodium sulfate
  7. customRemoval of the solvent

출처 및 근거

ORD 기록
ord-a7e93a5b3fce459cbea1916f2deb3d7a
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05763437

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