Stannous chloride dihydrate → HCID 67497584、化合物

HRID 1628225ノート

反応式

HRID 1628225 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)=[CH:11][C:10]=1[N+:21]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O.[Sn](Cl)Cl>C(OCC)(=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[CH:17][N:18]=[CH:19][CH:20]=2)=[CH:11][C:10]=1[NH2:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 61436Stannous chloride dihydrateHCID 67497417HCID 67497417、化合物

生成物 1

HCID 67497584HCID 67497584、化合物収率 115.8%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 4-(4-(benzyloxy)-3-nitrophenyl)pyridine 13.0 (1.52 g, 4.97 mmol) in ethyl acetate (20 mL) was added tin(II) chloride dihydrate (4.49 g, 19.87 mmol). The mixture was heated to reflux for 2 hours, then quenched with 100 ml 1N NaOH. The resulting mixture was stirred overnight at room temperature, then partitioned between AcOEt and water. The organic phase was dried on MgSO4 and concentrated to afford 2-(benzyloxy)-5-bromobenzenamine 13.D (1.59 g, 115% yield) which was used in the next step without any further purification.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 hours
  3. customquenched with 100 ml 1N NaOH
  4. custompartitioned between AcOEt and water
  5. customThe organic phase was dried on MgSO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-19eb16209e774f2fbb40ab4d885efff4
出典データセット
uspto-grants-2014_07
特許番号
US08785468B2

反応ノート

読み込み中…