1-Bromo-3-chloropropane → HCID 57675746, 화합물

HRID 491018노트

반응식

HRID 491018 반응식
[CH3:1][C:2]1[N:3]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)[C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.Br[CH2:19][CH2:20][CH2:21][Cl:22].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[Cl:22][CH2:21][CH2:20][CH2:19][O:17][C:14]1[CH:15]=[CH:16][C:11]([N:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH:10]=[C:2]2[CH3:1])=[CH:12][CH:13]=1

참가 물질

5

반응물 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 576757604-(2-Methylindol-1-yl)phenol

생성물 1

HCID 57675746HCID 57675746, 화합물수율 56%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

4-(2-Methylindol-1-yl)phenol (0.36 mmol) was heated at 70° C. in 2-butanone (3 mL) with 1-bromo-3-chloropropane (0.107 mL, 1.08 mmol) and potassium carbonate (0.15 g, 1.08 mmol) overnight. The solvent was evaporated. The resulting residue was diluted with ethyl acetate and washed with saturated ammonium chloride solution. The aqueous layer was back-extracted with ethyl acetate. The organic extracts were dried over MgSO4 and concentrated. SiO2 chromatography with 5-20% ethyl acetate/hexanes gave the desired product as a colorless oil, 60 mg (56% yield, 2 steps). LC-MS (C18H18ClNO calc'd 299) m/z 300, 302 (M+H).

후처리

  1. customThe solvent was evaporated
  2. additionThe resulting residue was diluted with ethyl acetate
  3. washwashed with saturated ammonium chloride solution
  4. extractionThe aqueous layer was back-extracted with ethyl acetate
  5. dry with materialThe organic extracts were dried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a16b18343ba841a08ffdba2997456fdc
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528262B2

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