2-Biphenylacetonitrile → 2-([1,1'-Biphenyl]-2-yl)ethanamine

HRID 1371863ノート

反応式

HRID 1371863 の反応式
[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH2:13][C:14]#[N:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C(OCC)C>[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH2:13][CH2:14][NH2:15])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

4

反応物 2

HCID 3341012-BiphenylacetonitrileHCID 21226445Aluminium lithium hydride

生成物 1

HCID 219212422-([1,1'-Biphenyl]-2-yl)ethanamine

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

Combine 2-phenylphenylacetonitrile (4.69 g, 24.26 mmol) and diethyl ether (10 ml) and add dropwise to a cooled (−10°) solution of LiAlH4 (2.76 g, 72.81 mmol) in diethyl ether (100 ml). Warm to ambient temperature. After 2 hours, quench with saturated sodium sulfate (100 ml/mol). Filter to remove the precipitate, dry (Na2SO4) the filtrate, filter, and concentrate to residue. Chromatograph the residue on silica gel eluting with dichloromethane/2N NH3(methanol) (95/5) to give the title compound as a yellow oil. Prepare the HCl salt in diethyl ether: mp 197–199° C. MS (ACPI): m/e 198.1 (M+1). Analysis for C14H16ClN: Calcd: C, 71.94; H, 6.90; N, 5.99; found: C, 72.15; H, 6.84; N, 6.09.

後処理

  1. customquench with saturated sodium sulfate (100 ml/mol)
  2. filtrationFilter
  3. customto remove the precipitate
  4. dry with materialdry (Na2SO4) the filtrate
  5. filtrationfilter
  6. concentrationconcentrate to residue

出典と根拠

ORDレコード
ord-28ebd475845d4031b509f21645323dfe
出典データセット
uspto-grants-2007_01
特許番号
US07157488B2

反応ノート

読み込み中…