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Acetone → HCID 22011778、化合物

HRID 1532963
ノート
印刷プレビュー

反応式

HRID 1532963 の反応式
[CH2:1]([N:8]([CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][OH:30])[CH2:9][CH2:10][C:11]12[CH:21]=[CH:20][CH:19]=[CH:18][CH:12]1[C:13]([NH:15][C:16]2=[O:17])=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:31][S:32](Cl)(=[O:34])=[O:33].CC(C)=O.C(=O)(O)[O-].[Na+]>N1C=CC=CC=1.ClCCl.C(Cl)(Cl)Cl>[CH2:1]([N:8]([CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][O:30][S:32]([CH3:31])(=[O:34])=[O:33])[CH2:9][CH2:10][C:11]12[CH:21]=[CH:20][CH:19]=[CH:18][CH:12]1[C:13]([NH:15][C:16]2=[O:17])=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 180AcetoneHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 22011775HCID 22011775、化合物

生成物 1

HCID 22011778HCID 22011778、化合物

試薬・触媒・溶媒 3

HCID 1049Pyridine溶媒
HCID 6212
Chloroform
溶媒
HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

2-[2-(Benzyl-{2-[2-(2-hydroxy-ethoxy)ethoxy]ethyl}amino)ethyl]phthalimide 33 (2.774 g, 6.7 mmol) was dissolved in mixture of pyridine (20 mL) and dichloromethane (100 mL) and cooled in an ice bath. Methanesulfonyl chloride (0.63 mL, 8 mmol) was added and the resulting solution was stirred at 0° C. for 16 h. (The progress of the reaction was followed by TLC using a 1:1 mixture of 40% acetone in hexanes and chloroform as the eluent. The starting material has Rf=0.35, while the product has Rf=0.50.) Saturated aqueous sodium bicarbonate was added, and after 30 min of stirring, the organic phase was washed with 0.5 M hydrochloric acid and again with saturated aqueous sodium bicarbonate. The solution was dried over sodium sulfate and solvent was removed under reduced pressure. The resulting crude oily product 34 (3.152 g, 96%) was used in the next step without further purification. CIMS (M+): 491.

後処理

  1. temperaturecooled in an ice bath
  2. stirringafter 30 min of stirring
  3. washthe organic phase was washed with 0.5 M hydrochloric acid and again with saturated aqueous sodium bicarbonate
  4. dry with materialThe solution was dried over sodium sulfate and solvent
  5. customwas removed under reduced pressure
  6. customThe resulting crude oily product 34 (3.152 g, 96%) was used in the next step without further purification

出典と根拠

ORDレコード
ord-f8b8b66f21a24bb69f480b977e2c80a7
出典データセット
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06207660B1

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート