Tetrahydrofuran → 4-(2-Aminophenyl)heptan-4-ol

HRID 1867328노트

반응식

HRID 1867328 반응식
[CH2:1]([Mg]Cl)[CH2:2][CH3:3].[C:6]([O:15]C)(=O)[C:7]1[C:8](=[CH:10][CH:11]=[CH:12][CH:13]=1)[NH2:9].[Cl-].[NH4+].CCOC(C)=O.[CH2:25]1[CH2:29]OC[CH2:26]1>>[NH2:9][C:8]1[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=1[C:6]([OH:15])([CH2:26][CH2:25][CH3:29])[CH2:1][CH2:2][CH3:3]

참가 물질

6

반응물 5

HCID 8028TetrahydrofuranHCID 8635Methyl AnthranilateHCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 178455855HCID 178455855, 화합물

생성물 1

HCID 210728384-(2-Aminophenyl)heptan-4-ol

실험 절차

90.0 mL (180.00 mmol) of propylmagnesium chloride (2 M in ether) is added dropwise within 30 minutes to a solution of 7.00 mL (54.04 mmol) methyl anthranilate in absolute THF (70 mL) at 0° C. The mixture is stirred for 1 hour at RT and then combined with 100 mL of 3 M aqueous ammonium chloride solution and EtOAc. The phases are separated and the aqueous phase is exhaustively extracted with EtOAc. The combined organic phases are washed with aqueous KHCO3 and saturated aqueous NaCl and dried with sodium sulfate. The crude product is used in the next reaction step without any further purification. Yield: 6.70 g (60%).

후처리

  1. customThe phases are separated
  2. extractionthe aqueous phase is exhaustively extracted with EtOAc
  3. washThe combined organic phases are washed with aqueous KHCO3 and saturated aqueous NaCl
  4. dry with materialdried with sodium sulfate
  5. customThe crude product is used in the next reaction step without any further purification

출처 및 근거

ORD 기록
ord-760e208e689a4652825e2def65916f42
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07632834B2

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