N-3-Bromopropylphthalimide → N-[3-(3-piperidinomethylphenoxy)propyl]phthalimide

HRID 236261

反応式

HRID 236261 の反応式
[H-].[Na+].[N:3]1([CH2:9][C:10]2[CH:11]=[C:12]([OH:16])[CH:13]=[CH:14][CH:15]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.Br[CH2:18][CH2:19][CH2:20][N:21]1[C:25](=[O:26])[C:24]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:23]2[C:22]1=[O:31]>CN(C)C=O>[N:3]1([CH2:9][C:10]2[CH:11]=[C:12]([CH:13]=[CH:14][CH:15]=2)[O:16][CH2:18][CH2:19][CH2:20][N:21]2[C:25](=[O:26])[C:24]3=[CH:27][CH:28]=[CH:29][CH:30]=[C:23]3[C:22]2=[O:31])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 21611N-3-BromopropylphthalimideHCID 24758Sodium hydrideHCID 8269741-(3-Hydroxybenzyl)piperidine

生成物 1

HCID 12898565N-[3-(3-piperidinomethylphenoxy)propyl]phthalimide収率 88.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In 150 ml of N,N-dimethylformamide was suspended 4.8 g of sodium hydride (52% purity), and 20.0 g of 3-piperidinomethylphenol was added in small portions with stirring under ice-cooling. After the addition, the resulting mixture was subjected to reaction at room temperature for 1 hour. To the reaction mixture thus obtained was added 28.0 g of N-(3-bromopropyl)phthalimide, and the resulting mixture was subjected to reaction for 24 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and 300 ml of water and 300 ml of chloroform were added to the resulting residue to dissolve the same. The organic layer was separated and then dried over anhydrous magnesium sulfate, after which the solvent was removed by distillation under reduced pressure to obtain 35.0 g (yield 88.5%) of oily N-[3-(3-piperidinomethylphenoxy)propyl]phthalimide.

後処理

  1. additionwas added in small portions
  2. temperaturecooling
  3. additionAfter the addition
  4. customthe resulting mixture was subjected to reaction at room temperature for 1 hour
  5. customTo the reaction mixture thus obtained
  6. customthe resulting mixture was subjected to reaction for 24 hours
  7. customAfter completion of the reaction
  8. customthe solvent was removed by distillation under reduced pressure, and 300 ml of water and 300 ml of chloroform
  9. additionwere added to the resulting residue
  10. dissolutionto dissolve the same
  11. customThe organic layer was separated
  12. dry with materialdried over anhydrous magnesium sulfate
  13. customafter which the solvent was removed by distillation under reduced pressure

出典と根拠

ORDレコード
ord-7b74214388e8488c8bf929a13e7fbba7
出典データセット
uspto-grants-1987_02
特許番号
US04643849

関連ノート

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