Ethyl bromoacetate → (1,3-Dioxo-1,3-dihydro-isoindol-2-ylamino)-acetic acid ethyl ester

HRID 1796621노트

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HRID 1796621 반응식
[NH2:1][N:2]1[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:12].Br[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].C([O-])([O-])=O.[K+].[K+]>CC(N(C)C)=O>[CH2:18]([O:17][C:15](=[O:16])[CH2:14][NH:1][N:2]1[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:12])[CH3:19]

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 74645N-Aminophthalimide

생성물 1

HCID 21025138(1,3-Dioxo-1,3-dihydro-isoindol-2-ylamino)-acetic acid ethyl ester수율 57.4%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
80 °C

실험 절차

A mixture of 2-amino-isoindole-1,3-dione (5.0 g, 30.9 mmol), ethyl bromoacetate (10.32 g, 61.8 mmol), K2CO3 (8.5 g, 61.8 mmol) in DMA (38 ml) was heated at 80° C. for 7 h. After cooling to rt, the mixture was filtered, and the filtrate was diluted with EtOAc, washed with water and brine, dried and concentrated. The residue was treated with EtOAc and hexanes to give 393A (4.4 g, 57%) as yellow crystals.

후처리

  1. temperatureAfter cooling to rt
  2. filtrationthe mixture was filtered
  3. additionthe filtrate was diluted with EtOAc
  4. washwashed with water and brine
  5. customdried
  6. concentrationconcentrated
  7. additionThe residue was treated with EtOAc and hexanes

출처 및 근거

ORD 기록
ord-d96e242bcaa24320899c2c0b594bd078
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07030112B2

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