1-Bromo-3-chloropropane → HCID 57675746、化合物

HRID 2264682ノート

反応式

HRID 2264682 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 57675746HCID 57675746、化合物収率 56%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5c40e5b6b7314b5ba4f8a093f1d5fa33
出典データセット
uspto-grants-2010_12
特許番号
US07855224B2

反応ノート

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