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Boron tribromide → 1-(3-Hydroxyphenyl)cyclobutane-1-carbonitrile

HRID 1108089
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HRID 1108089 반응식
[C:1]([C:3]1([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([O:13]C)[CH:8]=2)[CH2:6][CH2:5][CH2:4]1)#[N:2].B(Br)(Br)Br>ClCCl>[C:1]([C:3]1([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([OH:13])[CH:8]=2)[CH2:6][CH2:5][CH2:4]1)#[N:2]
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 187863241-(3-Methoxyphenyl)cyclobutanecarbonitrile

생성물 1

HCID 187863201-(3-Hydroxyphenyl)cyclobutane-1-carbonitrile수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of 1-cyano-1-(3-methoxyphenyl)cyclobutane (1.93 g, 10 mmol) in dry dichloromethane (50 ml) was added a 1.0 M solution of boron tribromide in dichloromethane (22 ml, 22 mmol) at 0° C. and the mixture stirred for 30 min at the same temperature, then overnight at room temperature. The reaction mixture was quenched by the addition of water (100 ml) and extracted with dichloromethane (50 ml×2). The organic phase was washed with brine (50 ml), dried (MgSO4) and concentrated in vacuo to afford 1.70 g (100%) of the titled compound as a clear brown oil.

후처리

  1. customovernight
  2. customat room temperature
  3. customThe reaction mixture was quenched by the addition of water (100 ml)
  4. extractionextracted with dichloromethane (50 ml×2)
  5. washThe organic phase was washed with brine (50 ml)
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-45a1202e9e4b4bf8b905a491d213b174
출처 데이터셋
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06063928

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