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Ammonium Chloride → HCID 89906742, 화합물

HRID 1506848
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HRID 1506848 반응식
CO[C:3](=[O:16])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[CH:13][CH:12]=[CH:11]2)=[CH:6][C:5]=1[OH:15].[CH:17]1([Mg]Cl)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.[NH4+].[Cl-]>C1COCC1>[CH:17]1([C:3]([CH:4]2[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]2)([OH:16])[C:4]2[CH:9]=[CH:8][C:7]([N:10]3[CH:11]=[CH:12][CH:13]=[CH:14]3)=[CH:6][C:5]=2[OH:15])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1
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5

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HCID 25517Ammonium ChlorideHCID 2764423methyl 2-hydroxy-4-(1H-pyrrol-1-yl)benzoateHCID 178478990HCID 178478990, 화합물

생성물 1

HCID 89906742HCID 89906742, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 217 mg of 2-Hydroxy-4-pyrrol-1-yl-benzoic acid methyl ester in 4 ml of THF, 2 ml of a solution of cyclohexylmagnesium chloride in THF (2 M) was added slowly at room temperature. The reaction mixture was then heated to reflux for 4 h. After cooling to room temperature it was hydrolized with ice. Saturated aqueous NH4Cl was added until the white precipitate was dissolved. The aqueous phase was extracted with ether. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was used in the next reaction step. Yield: 504 mg.

후처리

  1. temperatureThe reaction mixture was then heated
  2. temperatureto reflux for 4 h
  3. dissolutionwas dissolved
  4. extractionThe aqueous phase was extracted with ether
  5. dry with materialThe combined organic layers were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe crude product was used in the next reaction step

출처 및 근거

ORD 기록
ord-f4fe837f26e3485a84b817d8443ee9a2
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09221784B2

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