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Hydrochloric Acid → HCID 11058732, 화합물

HRID 1870259
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인쇄 미리보기

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HRID 1870259 반응식
C[C@@H]([O:8][C:9]([CH2:11][C@@H:12]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[N:16]([C:23](=[O:36])[C:24]2[CH:29]=[CH:28][C:27]([N:30]3[CH2:34][CH2:33][CH2:32][CH2:31]3)=[CH:26][C:25]=2[Cl:35])[CH2:15][CH2:14][CH2:13]1)=[O:10])CCCCC.[OH-].[Na+].Cl>CO>[C:9]([CH2:11][C@@H:12]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[N:16]([C:23](=[O:36])[C:24]2[CH:29]=[CH:28][C:27]([N:30]3[CH2:31][CH2:32][CH2:33][CH2:34]3)=[CH:26][C:25]=2[Cl:35])[CH2:15][CH2:14][CH2:13]1)([OH:10])=[O:8]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2회HCID 10973260HCID 10973260, 화합물

생성물 1

HCID 11058732HCID 11058732, 화합물수율 79.1%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
45 °C

실험 절차

To a suspension of (5R)-5-((R)-2-heptyloxycarbonylmethyl)-1-[4-(1-pyrrolidinyl)-2-chlorobenzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (33 g) in methanol (500 ml) is added a 5N aqueous sodium hydroxide solution (25.8 ml), and the mixture is heated with stirring at 40-50° C. for two hours. To the mixture is further added a 5N aqueous sodium hydroxide solution (15 ml), and the mixture is heated with stirring at 50° C. for three hours. The reaction solution is acidified with hydrochloric acid, and concentrated under reduced pressure to remove the methanol, and extracted with ethyl acetate. The ethyl acetate layer is washed with water, dried over magnesium sulfate, and concentrated under reduced pressure to remove the ethyl acetate. The resultant is crystallized from ethyl acetate--diethyl ether, washed with diethyl ether--n-hexane to give (5R)-5-carboxymethyl-1-[4-(1-pyrrolidinyl)-2-chlorobenzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (21.1 g).

후처리

  1. temperaturethe mixture is heated
  2. temperaturethe mixture is heated
  3. stirringwith stirring at 50° C. for three hours
  4. concentrationconcentrated under reduced pressure
  5. customto remove the methanol
  6. extractionextracted with ethyl acetate
  7. washThe ethyl acetate layer is washed with water
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated under reduced pressure
  10. customto remove the ethyl acetate
  11. customThe resultant is crystallized from ethyl acetate
  12. washdiethyl ether, washed with diethyl ether

출처 및 근거

ORD 기록
ord-290e5f27099b44e2b7aa60126adeee46
출처 데이터셋
uspto-grants-2000_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06096736

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