Triethylamine → 4-(4-Chloro-phenoxymethyl)-benzylamine

HRID 2097353ノート

反応式

HRID 2097353 の反応式
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][CH2:7][C:8]2[CH:17]=[CH:16][C:11]([CH2:12][N:13]=[N+]=[N-])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.CCN(CC)CC.Cl[Sn]Cl>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]2[CH:17]=[CH:16][C:11]([CH2:12][NH2:13])=[CH:10][CH:9]=2)=[CH:18][CH:19]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 24479Stannous ChlorideHCID 231324374-(4-Chlorophenoxymethyl)-benzylazide

生成物 1

HCID 231324444-(4-Chloro-phenoxymethyl)-benzylamine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

4-(4-Chloro-phenoxymethyl)-benzylazide (3.2 g, 11.7 mmol) was dissolved in MeOH (50 mL). NEt3 (11.35 mL, 81.9 mmol) and SnCl2×2H2O (5.28 g, 23.4 mmol) were added and the exothermic reaction was stirred under reflux. When boiling ceased the mixture was heated to reflux for additional 45 min. After cooling to r.t. the mixture was filtered and the filtrate was evaporated to dryness. The residue was dissolved in CH2Cl2 (300 mL) and this solution was washed with sat. aq. NaHCO3-solution (1×100 mL), dried over Na2SO4, filtered and evaporated to dryness to give the title compound, pure enough for further reaction.

後処理

  1. customthe exothermic reaction
  2. temperatureunder reflux
  3. temperaturewas heated
  4. temperatureto reflux for additional 45 min
  5. filtrationwas filtered
  6. customthe filtrate was evaporated to dryness
  7. dissolutionThe residue was dissolved in CH2Cl2 (300 mL)
  8. washthis solution was washed with sat. aq. NaHCO3-solution (1×100 mL)
  9. dry with materialdried over Na2SO4
  10. filtrationfiltered
  11. customevaporated to dryness

出典と根拠

ORDレコード
ord-5dc0a59858f2425ea9ecd12ec1d888fd
出典データセット
uspto-grants-2013_05
特許番号
US08450348B2

反応ノート

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