Ethyl anisate → HCID 21874054, 화합물

HRID 723998

반응식

HRID 723998 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH3:8])[CH:3]=1.[CH3:9][O:10][C:11]1[CH:21]=[CH:20][C:14]([C:15](OCC)=[O:16])=[CH:13][CH:12]=1.C[Si]([N-][Si](C)(C)C)(C)C.[Li+]>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][C:15]([C:14]2[CH:20]=[CH:21][C:11]([O:10][CH3:9])=[CH:12][CH:13]=2)=[O:16])[CH:3]=1

참가 물질

5

반응물 3

HCID 60979Ethyl anisateHCID 5813924-Chloro-2-methylpyridineHCID 2733832Lithium Hexamethyldisilazide

생성물 1

HCID 21874054HCID 21874054, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
45 °C

실험 절차

To a cold (0° C.) solution of 4-chloro-2-picoline (10 g, 78.4 mmol) and ethyl 4-methoxybenzoate (14.1 g, 78.4 mmol) in tetrahydrofuran (100 mL) was added lithium bis(trimethylsilyl)amide (157 mL, 1.0 M in tetrahydrofuran, 157 mmol) dropwise via a pressure equalizing funnel over half an hour. Upon complete addition, the ice bath was removed and the resulting solution was heated at 45° C. for 15 hours. The mixture was cooled to room temperature, and the solution was concentrated. Methanol was added to quench the reaction, resulting in the formation of a yellow precipitate. The precipitate was collected by filtration and dried to give the product as a mixture of enol and ketone tautomers. MS m/z 262 (M+1).

후처리

  1. customover half an hour
  2. additionUpon complete addition
  3. customthe ice bath was removed
  4. temperatureThe mixture was cooled to room temperature
  5. concentrationthe solution was concentrated
  6. additionMethanol was added
  7. customto quench
  8. customthe reaction
  9. customresulting in the formation of a yellow precipitate
  10. filtrationThe precipitate was collected by filtration
  11. customdried
  12. customto give the product

출처 및 근거

ORD 기록
ord-8158751891aa43319ab2d9f15e32c72a
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07141569B2

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