Hydrochloric Acid → 4-{[3-tert-butyl-5-(2-phenylethyl)-1H-pyrazol-1-yl]methyl}benzaldehyde

HRID 507954ノート

反応式

HRID 507954 の反応式
CN1CCNCC1.COCCO[Al-]OCCOC.[Na+].[C:20]([C:24]1[CH:28]=[C:27]([CH2:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:26]([CH2:37][C:38]2[CH:47]=[CH:46][C:41]([C:42](OC)=[O:43])=[CH:40][CH:39]=2)[N:25]=1)([CH3:23])([CH3:22])[CH3:21].Cl>>[C:20]([C:24]1[CH:28]=[C:27]([CH2:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:26]([CH2:37][C:38]2[CH:47]=[CH:46][C:41]([CH:42]=[O:43])=[CH:40][CH:39]=2)[N:25]=1)([CH3:23])([CH3:21])[CH3:22]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 531671-MethylpiperazineHCID 16689465Sodium dihydrobis(2-methoxyethyl)aluminateHCID 23157206methyl 4-{[3-tert-butyl-5-(2-phenylethyl)-1H-pyrazol-1-yl]methyl}benzoate

生成物 1

HCID 231574034-{[3-tert-butyl-5-(2-phenylethyl)-1H-pyrazol-1-yl]methyl}benzaldehyde収率 92.3%

実験手順

1-Methylpiperazine (10.7 g, 107 mmol) was added dropwise to sodium dihydridobis(2-methoxyethoxy)aluminate (70% toluene solution, 25 g, 86.6 mmol) at 0° C. To the obtained solution was added methyl 4-{[3-tert-butyl-5-(2-phenylethyl)-1H-pyrazol-1-yl]methyl}benzoate (1.65 g, 4.38 mmol) at 0° C. by small portions, and the mixture was further stirred at the same temperature for 1 hr. The reaction mixture was poured into 2 M hydrochloric acid, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (1.40 g, yield 92%) as a yellow oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-bf88df4a9dc7441da5c7c4485b85c5c5
出典データセット
uspto-grants-2010_08
特許番号
US07786165B2

反応ノート

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