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Water → 5H-Benzocyclohepten-7-amine, 6,7-dihydro-2-chloro-N-methyl-, hydrochloride

HRID 372561
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HRID 372561 반응식
S(=O)(=O)(O)O.[Cl:6][C:7]1[CH:20]=[CH:19][C:10]2[CH2:11][CH2:12][CH:13]([NH:17][CH3:18])[CH2:14][CH:15](O)[C:9]=2[CH:8]=1.O.[OH-].[Na+]>O1CCOCC1>[ClH:6].[Cl:6][C:7]1[CH:20]=[CH:19][C:10]2[CH2:11][CH2:12][CH:13]([NH:17][CH3:18])[CH:14]=[CH:15][C:9]=2[CH:8]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 54179458HCID 54179458, 화합물

생성물 1

HCID 30468785H-Benzocyclohepten-7-amine, 6,7-dihydro-2-chloro-N-methyl-, hydrochloride수율 164.9%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
20 °C

실험 절차

7.4 ml of concentrated sulfuric acid were added to a refluxing solution of 3.7 g of 3-chloro-5ξ-hydroxy-7-methylamino-6,7,8,9-tetrahydro [5H] benzocycloheptene in 37 ml of dioxane and the mixture was refluxed for 20 minutes and then was cooled to 20° C. 50 ml of water were added to the reaction mixture which was then made alkaline with sodium hydroxide. The mixture was extracted with methylene chloride and the organic extracts were washed with water, dried and evaporated to dryness. The resulting 3.5 g of product were dissolved in 5 ml of ethyl acetate and a solution of ethyl acetate saturated with hydrogen chloride was added thereto at 10° C. The mixture was vacuum filtered to obtain 3.3 g of 2-chloro-7-methylamino-6,7-dihydro [5H] benzocycloheptene hydrochloride melting at 195° C which was identical to the product of Example 10.

후처리

  1. temperaturethe mixture was refluxed for 20 minutes
  2. extractionThe mixture was extracted with methylene chloride
  3. washthe organic extracts were washed with water
  4. customdried
  5. customevaporated to dryness
  6. dissolutionThe resulting 3.5 g of product were dissolved in 5 ml of ethyl acetate
  7. additiona solution of ethyl acetate saturated with hydrogen chloride was added
  8. customat 10° C
  9. filtrationfiltered

출처 및 근거

ORD 기록
ord-49afc5362aa240438ceb1d48d91fa22a
출처 데이터셋
uspto-grants-1978_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04091115

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