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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 57706034, 화합물

HRID 1662323
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HRID 1662323 반응식
[Cl-].[Li+].C[C:4](P(OC)(O)=O)([C:6]([O-:8])=[O:7])C.[CH2:14]1CCN2C(=NCCC2)CC1.[F:25][C:26]([F:38])([F:37])[C:27]([C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH3:36])[CH:30]=1)=O>CC#N>[F:25][C:26]([F:38])([F:37])/[C:27](/[C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH3:36])[CH:30]=1)=[CH:4]\[C:6]([O:8][CH3:14])=[O:7]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 433294Lithium ChlorideHCID 27597342,2,2-Trifluoro-1-(3-methoxyphenyl)ethanoneHCID 53413272Trimethylphosphonoacetate

생성물 1

HCID 57706034HCID 57706034, 화합물수율 97.7%

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

실험 절차

To a suspension of lithium chloride (0.623 g, 14.7 mmol) in MeCN (20 mL), were added trimethylphosphonoacetate (available from Aldrich) (1.70 mL, 11.8 mmol), DBU (1.76 mL, 11.8 mmol), and 2,2,2-trifluoro-1-(3-methoxyphenyl)ethanone (available from Oakwood Products Inc.) (2.0 g, 9.80 mmol) at room temperature. The pale yellow mixture was heated to reflux and stirred overnight. The mixture was partitioned between water and EtOAc. The layers were separated, and the aqueous phase was extracted with additional EtOAc. The combined organic layers were washed with 1 N HCl and brine, dried over Na2SO4, and concentrated. The crude product was purified by silica gel flash chromatography (0-10% EtOAc/hexane) to afford 6.1 (2.49 g, 97.7% yield) as a colorless oil.

후처리

  1. temperatureThe pale yellow mixture was heated
  2. temperatureto reflux
  3. customThe mixture was partitioned between water and EtOAc
  4. customThe layers were separated
  5. extractionthe aqueous phase was extracted with additional EtOAc
  6. washThe combined organic layers were washed with 1 N HCl and brine
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated
  9. customThe crude product was purified by silica gel flash chromatography (0-10% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-5c3f9f4993e64b80bcf5d11727a5999f
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08030354B2

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