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Boron tribromide → 4-(2-Methylindol-1-yl)phenol

HRID 2264681
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HRID 2264681 반응식
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[C:10]2[CH3:18])=[CH:5][CH:4]=1.B(Br)(Br)Br>ClCCl>[CH3:18][C:10]1[N:9]([C:6]2[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=2)[C:17]2[C:12]([CH:11]=1)=[CH:13][CH:14]=[CH:15][CH:16]=2
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 120796281-(4-Methoxyphenyl)-2-methyl-1H-indole

생성물 1

HCID 576757604-(2-Methylindol-1-yl)phenol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

1-(4-Methoxyphenyl)-2-methyl-1H-indole (175 mg, 0.73 mmol) was dissolved in dichloromethane (2 mL) and cooled to 0° C. Boron tribromide (2.19 mL, 1 M solution in dichloromethane, 2.19 mmol) was added dropwise, and the reaction was stirred for 2 hours. The reaction was quenched by addition of saturated sodium bicarbonate solution, then extracted with dichloromethane followed by ethyl acetate. The organic extracts were dried over MgSO4 and concentrated. The reaction was assumed to be quantitative. LC-MS (C15H13NO calc'd 223) m/z 224 (M+H).

후처리

  1. customThe reaction was quenched by addition of saturated sodium bicarbonate solution
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic extracts were dried over MgSO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fa97a77756ae4ba7a815112537837e8d
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07855224B2

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