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Methanesulfonyl chloride → 8-Chloro-5,6,7,8-tetrahydroquinoline

HRID 704853
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HRID 704853 반응식
CS([Cl:5])(=O)=O.[N+:6]1([O-])[C:15]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=2[CH:9]=[CH:8][CH:7]=1.C(=O)(O)[O-].[Na+]>>[Cl:5][CH:14]1[C:15]2[N:6]=[CH:7][CH:8]=[CH:9][C:10]=2[CH2:11][CH2:12][CH2:13]1
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참가 물질

4

반응물 3

HCID 31297Methanesulfonyl chlorideHCID 516892Sodium Bicarbonate2회HCID 27781345,6,7,8-Tetrahydro-1-quinoliniumolate

생성물 1

HCID 137121808-Chloro-5,6,7,8-tetrahydroquinoline

반응 조건

온도
20 °C

실험 절차

At ambient temperature, 3 ml of methane sulfonyl chloride were added slowly to 1.49 g of 5,6,7,8-tetrahydroquinoline-N-oxide with stirring under an insert atmosphere. The mixture was heated for 4 hours at 80° to 82° C., then cooled to 20° C. and poured into 20 ml of a saturated solution of sodium bicarbonate. Then, sodium bicarbonate was added until an alkaline pH was obtained and after extracting with methylene chloride, washing with water, drying the re-united organic solutions and distillation to dryness under reduced pressure, 1.53 g of 8-chloro-5,6,7,8-tetrahydroquinoline were obtained in the form of an oil.

후처리

  1. temperatureThe mixture was heated for 4 hours at 80° to 82° C.
  2. customwas obtained
  3. extractionafter extracting with methylene chloride
  4. washwashing with water
  5. customdrying
  6. distillationthe re-united organic solutions and distillation to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-94b3a0f0e44941ac97de1166df43a713
출처 데이터셋
uspto-grants-1991_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04988810

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