Sodium Carbonate → HCID 67517443, 화합물

HRID 1519508노트

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HRID 1519508 반응식
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[C:12]1[CH:13]=[C:14]([CH2:18][C:19](O)=[O:20])[CH:15]=[CH:16][CH:17]=1.[C:22](Cl)(=O)[C:23](Cl)=O.[Cl-].[Al+3].[Cl-].[Cl-].C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl.CN(C=O)C>[O:20]=[C:19]1[CH2:18][C:14]2[CH:13]=[C:12]([N:3]3[C:2](=[O:1])[C:10]4[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=4)[C:4]3=[O:11])[CH:17]=[CH:16][C:15]=2[CH2:23][CH2:22]1

참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 65578Oxalyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 212622833-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)benzeneacetic acid

생성물 1

HCID 67517443HCID 67517443, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

To a solution of [3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)phenyl]acetic acid (0.75 g, 2.7 mmol) in DCM (25 mL) was added oxalyl chloride (0.28 mL, 3.2 mmol) and a drop of DMF. The mixture was allowed to stir at RT until all solids disappeared. At that point, the solution was cooled to to 0° C. with an ice bath, and aluminum chloride (1.1 g, 8.0 mmol) was added into the reaction slowly. After stirring the mixture for another 10 minutes, ethylene was bubbled through the reaction via a long needle. TLC showed complete reaction within 30 minutes. The reaction was poured into ice water, neutralized with sodium carbonate, extracted with DCM, dried, concentrated, and purified by MPLC (Hexane/EtOAc). LC-MS (IE, m/z): 292 [M+1]+.

후처리

  1. temperatureAt that point, the solution was cooled to to 0° C. with an ice bath
  2. stirringAfter stirring the mixture for another 10 minutes
  3. customethylene was bubbled through the reaction via a long needle
  4. customreaction within 30 minutes
  5. extractionextracted with DCM
  6. customdried
  7. concentrationconcentrated
  8. custompurified by MPLC (Hexane/EtOAc)

출처 및 근거

ORD 기록
ord-d9ca84ab0442408ebd5d18e79742e674
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073882B2

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