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Methyl 2-cyanobenzoate → (2-(Aminomethyl)phenyl)methanol

HRID 1059538
ノート
印刷プレビュー

反応式

HRID 1059538 の反応式
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]#[N:11].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[NH2:11][CH2:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH2:3][OH: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 582554Methyl 2-cyanobenzoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 11275036(2-(Aminomethyl)phenyl)methanol収率 81.8%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒3 回

実験手順

A solution of methyl-2-cyanobenzoate (10 g, 62.11 mmol) in ethyl ether (300 mL) was added dropwise to a slurry of lithium aluminum hydride in ethyl ether (200 mL). After the addition was complete, more ether was added (200 mL) and the mixture heated at reflux for 2 h. The cooled reaction mixture was quenched by careful addition of succesive amounts of water (7.1 mL), 1N sodium hydroxide solution (7.1 mL) and water (21.3 mL). The reaction was filtered and evaporated to give 6.96 g (50.8 mmol) of 2-(aminomethyl)benzyl alcohol. This material was carried on without further purification.

後処理

  1. additionAfter the addition
  2. temperaturethe mixture heated
  3. temperatureat reflux for 2 h
  4. customThe cooled reaction mixture
  5. customwas quenched by careful addition of succesive amounts of water (7.1 mL), 1N sodium hydroxide solution (7.1 mL) and water (21.3 mL)
  6. filtrationThe reaction was filtered
  7. customevaporated

出典と根拠

ORDレコード
ord-9160f54e38324d328b981b6fb85f9041
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06521614B1

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート