Phenethyl bromide → HCID 15524231, 화합물

HRID 481161노트

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HRID 481161 반응식
[C:1]1([CH2:7][CH2:8]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Mg].[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=[O:17].[Cl-].[NH4+]>CCOCC>[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH:16]([OH:17])[CH2:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:18]=[CH:19][CH:20]=1

참가 물질

6

반응물 4

HCID 7666Phenethyl bromideHCID 115693-MethoxybenzaldehydeHCID 25517Ammonium ChlorideHCID 5462224Magnesium

생성물 1

HCID 15524231HCID 15524231, 화합물수율 98%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매3회

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온도
40 °C

실험 절차

19.1 ml (0.14 mole) of 2-phenylethyl bromide were dissolved in 100 ml of ether and added dropwise to a suspension of 3.4 g (0.14 mole) of magnesium in 300 ml of ether. The reaction solution was next stirred for one hour at 40° C. and then cooled to 0° C. 20.4 g (0.15 mole) of 3-methoxybenzaldehyde in 100 ml of ether were added while cooling with ice and the reaction solution was stirred overnight at 20° C. 150 ml of a 20% ammonium chloride solution was then added at 0° C. to the reaction solution. The reaction solution was extracted three times with 200 ml of ether each time and the combined ether extracts were dried over sodium sulfate. The solvent was removed in vacuo. After drying, 28.5 g (98%) of 1-(3-methoxyphenyl)-3-phenylpropan-1-ol were obtained as a grey oil.

후처리

  1. temperaturecooled to 0° C
  2. temperaturewhile cooling with ice
  3. stirringthe reaction solution was stirred overnight at 20° C
  4. extractionThe reaction solution was extracted three times with 200 ml of ether each time
  5. dry with materialthe combined ether extracts were dried over sodium sulfate
  6. customThe solvent was removed in vacuo
  7. customAfter drying

출처 및 근거

ORD 기록
ord-d16b258bb0224e58b8f3c0141fa9f628
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06653508B2

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