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Dimethylamine → 1-(6-benzyloxy-2-naphthyl)-2-[2-(N,N-dimethylamino)ethoxy]ethanol

HRID 862528
ノート
印刷プレビュー

反応式

HRID 862528 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([CH:19]([OH:25])[CH2:20][O:21][CH2:22][CH2:23]Cl)[CH:13]=[CH:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I-].[K+].[CH3:28][NH:29][CH3:30].C(O)C>C(OCC)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([CH:19]([OH:25])[CH2:20][O:21][CH2:22][CH2:23][N:29]([CH3:30])[CH3:28])[CH:13]=[CH:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 674Dimethylamine2 回HCID 702EthanolHCID 4875Potassium IodideHCID 54204419HCID 54204419、化合物

生成物 1

HCID 544081981-(6-benzyloxy-2-naphthyl)-2-[2-(N,N-dimethylamino)ethoxy]ethanol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A mixture of 4.5 g of 1-(6-benzyloxy-2-naphthyl)-2-(2-chloroethoxy)ethanol, 1 g of potassium iodide, 10 ml of a 50% aqueous dimethylamine solution and 20 ml of ethanol was refluxed for 3 hours. To the reaction mixture was added 10 ml of a 50% aqueous dimethylamine solution. The resulting mixture was further refluxed for 6 hours. The reaction mixture was cooled and concentrated to about a half volume under reduced pressure. To the concentrate were added 100 ml of ethyl acetate and 100 ml of water. The mixture was adjusted to pH 10.5 with potassium carbonate. The organic layer was separated, washed with water and a saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. To the residue thus obtained was added 30 ml of diethyl ether. The resulting crystals were collected by filtration and dried to obtain 3.9 g of 1-(6-benzyloxy-2-naphthyl)-2-[2-(N,N-dimethylamino)ethoxy]-ethanol (compound No. 284).

後処理

  1. temperaturewas refluxed for 3 hours
  2. temperatureThe resulting mixture was further refluxed for 6 hours
  3. temperatureThe reaction mixture was cooled
  4. concentrationconcentrated to about a half volume under reduced pressure
  5. additionTo the concentrate were added 100 ml of ethyl acetate and 100 ml of water
  6. customThe organic layer was separated
  7. washwashed with water
  8. dry with materiala saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate
  9. customThe solvent was removed by distillation under reduced pressure
  10. customTo the residue thus obtained
  11. filtrationThe resulting crystals were collected by filtration
  12. customdried

出典と根拠

ORDレコード
ord-be13a7701e43490a88e94b1a66af9359
出典データセット
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05719150

反応ノート

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