Ammonium Acetate → 1-Methyl-2-(2,4,6-tribromo-phenoxy)-ethylamine

HRID 2189961ノート

反応式

HRID 2189961 の反応式
[Br:1][C:2]1[CH:12]=[C:11]([Br:13])[CH:10]=[C:9]([Br:14])[C:3]=1[O:4][CH2:5][C:6](=O)[CH3:7].C([O-])(=O)C.[NH4+].C([BH3-])#[N:21].[Na+]>CO>[CH3:7][CH:6]([NH2:21])[CH2:5][O:4][C:3]1[C:2]([Br:1])=[CH:12][C:11]([Br:13])=[CH:10][C:9]=1[Br:14]

参加物

5

反応物 3

HCID 517165Ammonium AcetateHCID 33030042,4,6-TribromophenoxyacetoneHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 452831771-Methyl-2-(2,4,6-tribromo-phenoxy)-ethylamine収率 32%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

To a solution of 1 g 1-(2,4,6-tribromo-phenoxy)-propan-2-one (2.6 mmol) in 20 ml methanol is added 2.9 g ammonium acetate (39 mmol). The mixture is cooled to 0° C. and 0.81 g sodiumcyanoborohydride (13 mmol) is added. The reaction mixture is stirred overnight at ambient temperature. The completion of the reaction is confirmed by TLC. The reaction mixture is concentrated and the remaining residue is dissolved with 1.5 N HCl and washed with diethylether. The aqueous layer is neutralised and extracted with ethylacetate. The ethylacetate layer is dried over anhydrous sodium sulphate and the solvent removed. 0.32 g 1-methyl-2-(2,4,6-tribromo-phenoxy)-ethylamine (32%) is obtained.

後処理

  1. concentrationThe reaction mixture is concentrated
  2. dissolutionthe remaining residue is dissolved with 1.5 N HCl
  3. washwashed with diethylether
  4. extractionextracted with ethylacetate
  5. dry with materialThe ethylacetate layer is dried over anhydrous sodium sulphate
  6. customthe solvent removed

出典と根拠

ORDレコード
ord-a0968f2ae70d429b94778511187801b7
出典データセット
uspto-grants-2012_12
特許番号
US08324263B2

反応ノート

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