Hydrochloric Acid → HCID 20149481, 화합물

HRID 568974노트

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HRID 568974 반응식
[NH2:1][C:2]([C:16]([O:18]CC)=[O:17])([CH2:8][CH2:9][CH:10]([F:15])[CH:11]([NH2:14])[CH:12]=[CH2:13])[C:3]([O:5]CC)=[O:4].[OH-].[Na+].Cl.C1OC1C>C(O)C.C(O)(C)C>[NH2:1][C:2]([C:16]([OH:18])=[O:17])([CH2:8][CH2:9][CH:10]([F:15])[CH:11]([NH2:14])[CH:12]=[CH2:13])[C:3]([OH:5])=[O:4]

참가 물질

7

반응물 4

HCID 313Hydrochloric Acid2회HCID 6378Propylene OxideHCID 14798Sodium HydroxideHCID 20149487HCID 20149487, 화합물

생성물 1

HCID 20149481HCID 20149481, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매HCID 3776Isopropanol용매

실험 절차

The crude material 23 (11.5 g, about 31 mmoles since some solvent left) is dissolved in ethanol (150 mL) and 2N NaOH (150 mL) and stirred at room temperature for 3 hours. The mixture is neutralized with conc. HCl (about 25 mL) with cooling, then acidified (HCl). After evaporation and drying, the residue is dissolved in ethanol, filtered through millipore, and evaporated again. Dissolving in water, filtration, and evaporation yields a solid (11 g, 2 g more than theory). This is dissolved in isopropanol (130 mL) and treated with propylene oxide (6.5 mL, 3 equivalents). Crude 24 (7.2 g, somewhat more than theory) is collected. Thin layer chromatography (ethanol/NH4OH 80/20 revelation ninhydrin) indicates the presence of some decarboxylated product. The compound 24 is used without further purification. Recrystallization from water/ethanol is possible. Caution: no heating!

후처리

  1. temperaturewith cooling
  2. customAfter evaporation
  3. customdrying
  4. dissolutionthe residue is dissolved in ethanol
  5. filtrationfiltered through millipore
  6. customevaporated again
  7. dissolutionDissolving in water
  8. filtrationfiltration, and evaporation
  9. customyields a solid (11 g, 2 g more than theory)
  10. customCrude 24 (7.2 g, somewhat more than theory) is collected
  11. customThe compound 24 is used without further purification
  12. customRecrystallization from water/ethanol

출처 및 근거

ORD 기록
ord-409d3eeb86f647a9beb79440f12b5c41
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04730006

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