Water → N-[3-{(1,4-benzodioxan-2-ylmethyl)amino}propionyl]-3,4-methylenedioxyaniline

HRID 1788818ノート

反応式

HRID 1788818 の反応式
Cl[CH2:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]2[O:13][CH2:14][O:15][C:9]=2[CH:8]=1)=[O:5].[O:16]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[O:19][CH2:18][CH:17]1[CH2:26][NH2:27].C(N(CC)CC)C.O>CN(C)C=O>[O:16]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[O:19][CH2:18][CH:17]1[CH2:26][NH:27][CH2:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]2[O:13][CH2:14][O:15][C:9]=2[CH:8]=1)=[O:5]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 150532-Aminomethyl-1,4-benzodioxaneHCID 1581246N-(1,3-dioxaindan-5-yl)-3-chloropropanamide

生成物 1

HCID 13210223N-[3-{(1,4-benzodioxan-2-ylmethyl)amino}propionyl]-3,4-methylenedioxyaniline収率 87.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

To a solution of 10 g of N-(3-chloropropionyl)-3,4-methylenedioxyaniline in 50 ml of dimethylformamide are added 8.7 g of 1,4-benzodioxan-2-ylmethylamine and 8.9 g of triethylamine and the mixture is stirred for 20 hours at 50° C. After completion of the reaction, water is added and the mixture is extracted with ethyl acetate. The ethyl acetate layer is washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate and the solvent is distilled off. The residue is dissolved in ethyl acetate and 20% hydrogen chloride in ethyl acetate is added. The resulting crystals are collected by filtration and recrystallized from ethanol to give 13.7 g (77%) of N-[3-{(1,4-benzodioxan-2-ylmethyl)amino}propionyl]-3,4-methylenedioxyaniline.

後処理

  1. additionis added
  2. extractionthe mixture is extracted with ethyl acetate
  3. washThe ethyl acetate layer is washed with saturated sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent is distilled off
  6. dissolutionThe residue is dissolved in ethyl acetate
  7. addition20% hydrogen chloride in ethyl acetate is added
  8. filtrationThe resulting crystals are collected by filtration
  9. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-cb6902f9bbd442ae9d8ee9ad3797bedb
出典データセット
uspto-grants-1987_08
特許番号
US04684739

反応ノート

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