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

HRID 1108089
ノート
印刷プレビュー

反応式

HRID 1108089 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

HCID 187863201-(3-Hydroxyphenyl)cyclobutane-1-carbonitrile収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-45a1202e9e4b4bf8b905a491d213b174
出典データセット
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06063928

反応ノート

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