Acetic Acid → Methyl 2-(o-chlorobenzylidene)-4-(2-phthalimidoethoxy)acetoacetate

HRID 25476

반응식

HRID 25476 반응식
[C:1]1(=[O:22])[N:5]([CH2:6][CH2:7][O:8][CH2:9][C:10](=[O:16])[CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:4](=[O:17])[C:3]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:2]12.[Cl:23][C:24]1[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=1[CH:26]=O.N1CCCCC1.C(O)(=O)C>CC(O)C>[Cl:23][C:24]1[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=1[CH:26]=[C:11]([C:10]([CH2:9][O:8][CH2:7][CH2:6][N:5]1[C:4](=[O:17])[C:3]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:2]2[C:1]1=[O:22])=[O:16])[C:12]([O:14][CH3:15])=[O:13]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 69962-ChlorobenzaldehydeHCID 8082PiperidineHCID 22568398Methyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)-3-oxobutanoate

생성물 1

HCID 69267975Methyl 2-(o-chlorobenzylidene)-4-(2-phthalimidoethoxy)acetoacetate

시약·촉매·용매 1

HCID 3776Isopropanol용매3회

반응 조건

온도
37.5 °C

실험 절차

85 g of methyl 4-(2-(phthalimido)ethoxy)acetoacetate was agitated with 31.7 ml of 2-chlorobenzaldehyde and 37 ml of 2-propanol at 20-25° C. The solution of 1.1 ml of piperidine in 14 ml of 2-propanol was added dropwise during 1.5 hour. The mixture was than agitated for 2 hours at the same temperature and for 2 hours at 35-40° C. The mixture was acidified with 1.5 ml of acetic acid, 140 ml of 2-propanol was added and the solution was cooled to 0-5° C. The isopropanolic layer was separated and the organic layer was again washed with 53 ml of 2-propanol. The organic layer, containing the desired product, was evaporated to dryness in order to remove the residual solvent.

후처리

  1. additionwas added
  2. temperaturethe solution was cooled to 0-5° C
  3. customThe isopropanolic layer was separated
  4. washthe organic layer was again washed with 53 ml of 2-propanol
  5. additionThe organic layer, containing the desired product
  6. customwas evaporated to dryness in order
  7. customto remove the residual solvent

출처 및 근거

ORD 기록
ord-f4363df668ef423ea1801561f3f5fbda
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858738B2

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