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Ammonium Chloride → 1-(4-Bromophenyl)-2-methylpropan-1-ol

HRID 1180415
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HRID 1180415 반응식
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH:10]([Mg]Cl)([CH3:12])[CH3:11].[NH4+].[Cl-]>C1COCC1>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]([OH:7])[CH:10]([CH3:12])[CH3:11])=[CH:4][CH:3]=1
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참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 707414-BromobenzaldehydeHCID 178418918HCID 178418918, 화합물

생성물 1

HCID 217141961-(4-Bromophenyl)-2-methylpropan-1-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-78 °C

실험 절차

To a solution of 4-brombenzaldehyde (27 mmol, 5.0 g) in THF (20 mL) was added at −78° C. a solution of isopropylmagnesium chloride (41 mmol, 20.2 mL, 2M in ether). The mixture was stirred at −78° C. for 1 h and warmed to 0° C. for 1 h. NH4Cl was added an the mixture was extracted with EtOAc. The organic extract was washed with brine, dried and concentrated to an oil. Chromatography (5-15% EtOAc/hexane) gave the desired alcohol.

후처리

  1. temperaturewarmed to 0° C. for 1 h
  2. extractionwas extracted with EtOAc
  3. extractionThe organic extract
  4. washwas washed with brine
  5. customdried
  6. concentrationconcentrated to an oil

출처 및 근거

ORD 기록
ord-184feced80c043bd85c31edc3459bb86
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07279478B2

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