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4-Methylmorpholine → 1H-Inden-2-amine, 5-bromo-2,3-dihydro-, (2R)-

HRID 2357010
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HRID 2357010 반응식
Br.[Br:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([NH2:12])[CH2:6]2.CN1CCOCC1>CO>[Br:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][C@@H:7]([NH2:12])[CH2:6]2
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참가 물질

4

반응물 2

HCID 79724-MethylmorpholineHCID 121920575-Bromo-2,3-dihydro-1H-inden-2-amine--hydrogen bromide (1/1)

생성물 1

HCID 112758701H-Inden-2-amine, 5-bromo-2,3-dihydro-, (2R)-수율 73.5%

시약·촉매·용매 1

HCID 887Methanol용매2회

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온도
60 °C

실험 절차

25 g of 5-bromo-indan-2-ylamine hydrobromide (85.32 mmol) and 9.85 ml of 4-methylmorpholin (89.59 mmol) were dissolved in 53 ml of methanol. The mixture was heated to 60° C. and a solution of 25.77 g of (1S)-(+)-campher-10-sulfonic acid (110.92 mmol) in 42 ml of methanol added within 25 minutes. The reaction mixture was stirred for 10 minutes at 60° C. and then allowed to cool down to room temperature over a 2 h time period, with stirring continuing for another 2 h. The precipitate was filtered, washed twice with 20 ml of ethyl acetate/methanol (2:1) and 20 ml of water, and finally dried at 50° C. under vacuo for 15 h to give 13.3 g of the salt.

후처리

  1. temperatureto cool down to room temperature over a 2 h time period
  2. stirringwith stirring
  3. waitcontinuing for another 2 h
  4. filtrationThe precipitate was filtered
  5. washwashed twice with 20 ml of ethyl acetate/methanol (2:1) and 20 ml of water
  6. customfinally dried at 50° C. under vacuo for 15 h

출처 및 근거

ORD 기록
ord-f84b02992312456cbf46c72a72929f63
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07759397B2

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