Benzyl Chloride → HCID 795274、化合物

HRID 1059301

反応式

HRID 1059301 の反応式
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C@H:3]2[CH2:7][CH:8]=[CH:9][CH2:10][C@@H:2]12.C(=O)([O-])[O-].[K+].[K+].[CH2:18](Cl)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C)C=O.C(OCC)(=O)C>[CH2:18]([N:5]1[C:1](=[O:11])[C@H:2]2[CH2:10][CH:9]=[CH:8][CH2:7][C@H:3]2[C:4]1=[O:6])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

6

反応物 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 92888cis-1,2,3,6-Tetrahydrophthalimide

生成物 1

HCID 795274HCID 795274、化合物収率 81.1%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

30.2 g of cis-1,2,3,6-tetrahydrophthalimide was dissolved in 200 ml of N,N-dimethylformamide. After adding 38.7 g of potassium carbonate and 30.4 g of benzyl chloride, the resulting mixture was stirred at 50° C. for 3 hours and further at room temperature overnight. Then the reaction mixture was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate. The organic layer was washed successively with water and a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. After filtering, the solvent was distilled off under reduced pressure. The crude crystals thus obtained were ground and washed with diisopropyl ether and n-hexane followed by filtration. Thus 39.1 g of the title compound was obtained as pale yellow crystals.

後処理

  1. washwashed with water
  2. extractionThe aqueous layer was extracted with ethyl acetate
  3. washThe organic layer was washed successively with water
  4. dry with materiala saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate
  5. filtrationAfter filtering
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe crude crystals thus obtained
  8. washwashed with diisopropyl ether and n-hexane
  9. filtrationfollowed by filtration

出典と根拠

ORDレコード
ord-1c84829974664c1a87c1ce934c36ca5c
出典データセット
uspto-grants-2003_02
特許番号
US06518423B1

関連ノート

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