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Acetyl chloride → HCID 68283542、化合物

HRID 1527278
ノート
印刷プレビュー

反応式

HRID 1527278 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6367Acetyl chlorideHCID 25517Ammonium ChlorideHCID 68284656HCID 68284656、化合物HCID 178418339Butyllithium

生成物 1

HCID 68283542HCID 68283542、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6c8c05ab62dc4dc3b0ad4f0ea84b707d
出典データセット
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09085555B2

反応ノート

読み込み中…

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