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Acetone → HCID 22011778, 화합물

HRID 1532963
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HRID 1532963 반응식
[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
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참가 물질

8

반응물 4

HCID 180AcetoneHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 22011775HCID 22011775, 화합물

생성물 1

HCID 22011778HCID 22011778, 화합물

시약·촉매·용매 3

HCID 1049Pyridine용매
HCID 6212
Chloroform
용매
HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f8b8b66f21a24bb69f480b977e2c80a7
출처 데이터셋
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06207660B1

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