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Acetyl chloride → HCID 68283542, 화합물

HRID 1527278
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HRID 1527278 반응식
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[CH:10][C:9]2[C:5](=[CH:6][N:7]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[N:8]=2)[CH:4]=1.[Li]CCCC.[C:27](Cl)(=[O:29])[CH3:28].[NH4+].[Cl-]>C1COCC1>[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[CH:10][C:9]2[C:5](=[C:6]([C:27](=[O:29])[CH3:28])[N:7]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:19])([CH3:21])[CH3:20])[N:8]=2)[CH:4]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6367Acetyl chlorideHCID 25517Ammonium ChlorideHCID 68284656HCID 68284656, 화합물HCID 178418339Butyllithium

생성물 1

HCID 68283542HCID 68283542, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

The title compound was prepared in a similar manner as described by G. Luo et al., J. Org. Chem. 2006, 71, 5392-5395: To a solution of 5,6-dimethoxy-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazole (200 mg, 0.65 mmol) in THF (5 mL) at −78° C. was added dropwise a 2.5 M solution of n-BuLi in hexanes (0.29 mL, 0.71 mmol). The reaction mixture was stirred at −78° C. for 20 min. Acetyl chloride (0.07 mL, 0.97 mmol) was then added dropwise, and the mixture was stirred at RT for 16 h. Saturated aqueous NH4Cl solution was added to the reaction mixture, followed by stirring for 30 min. The aqueous phase was extracted twice with EtOAc and the combined organics were washed with brine, dried (Phase separator) and evaporated to give the crude title compound which was used directly in the next step without further purification.

후처리

  1. customThe title compound was prepared in a similar manner
  2. stirringthe mixture was stirred at RT for 16 h
  3. stirringby stirring for 30 min
  4. extractionThe aqueous phase was extracted twice with EtOAc
  5. washthe combined organics were washed with brine
  6. customdried (Phase separator)
  7. customevaporated

출처 및 근거

ORD 기록
ord-6c8c05ab62dc4dc3b0ad4f0ea84b707d
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09085555B2

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