Acetone → HCID 10989578, 화합물

HRID 1181018노트

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HRID 1181018 반응식
[NH2:1][C@H:2]([C:7]([O:9]C)=[O:8])CC([O-])=O.[C:11]([O-])([O-])=[O:12].[Na+].[Na+].[C:17]1([CH2:23][CH2:24][C:25](Cl)=[O:26])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.Cl.C[C:30]([CH3:32])=[O:31]>O>[CH3:11][O:12][C:30](=[O:31])[CH2:32][CH:2]([NH:1][C:25](=[O:26])[CH2:24][CH2:23][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:7]([OH:9])=[O:8]

참가 물질

7

반응물 5

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 64801Benzenepropanoyl chlorideHCID 57352248(3S)-3-Amino-4-methoxy-4-oxobutanoate

생성물 1

HCID 10989578HCID 10989578, 화합물

시약·촉매·용매 1

HCID 962Water용매

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온도
5 °C

실험 절차

Methyl L-aspartate (15.0 g, 0.082 mol), DI water (245 mL), acetone (20 mL), and Na2CO3 (30.8 g, 0.286 mol) were combined and cooled the solution to 5° C. The compound 3-phenyl-propionyl chloride (13.3 mL, 0.089 mol) was added dropwise via addition funnel over 10 min. The reaction was allowed to warm to ambient temperature and stir for 2 h. Conc. HCl (50 mL) was added to the thick slurry until the pH was ≦4.0. The reaction mixture was extracted with CH2Cl2 (3×100 mL). The combined organic layers were washed with water, dried (MgSO4), filtered, and concentrated. The clear, colorless oil was used without further purification. 1H NMR (400 MHz, CDCl3) δ 7.92 (br s, 1H), 7.28-7.17 (m, 5H), 6.57 (d, J=7.6 Hz, 1H), 4.87 (m, 1H), 3.67 (s, 3H), 2.96 (t, J=7.6 Hz, 2H), 2.89 (A of ABX, JAB=17.6 Hz, JAX=4.8 Hz, 1H), 2.88 (B of ABX, JBA=17.6 Hz, JBX=4.0 Hz, 1H), 2.69 (t, J=7.6 Hz, 2H); MS (EI+) 280 (M+H), 302 (M+H+Na).

후처리

  1. temperatureto warm to ambient temperature
  2. extractionThe reaction mixture was extracted with CH2Cl2 (3×100 mL)
  3. washThe combined organic layers were washed with water
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe clear, colorless oil was used without further purification

출처 및 근거

ORD 기록
ord-6d8a0674653a4875b4d2d36ac08abc25
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07282501B2

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