Water → [4-(4-t-Butylcyclohexyl)-3-(4-butylpiperazin-1-yl)phenyl]methanol

HRID 32247

反応式

HRID 32247 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:21][CH2:20][CH:19]([C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:18][CH2:17]2)=[C:12]([N:26]2[CH2:31][CH2:30][N:29]([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:28][CH2:27]2)[CH:11]=1.[F-].[Na+].O>O1CCCC1>[C:22]([CH:19]1[CH2:18][CH2:17][CH:16]([C:13]2[CH:14]=[CH:15][C:10]([CH2:9][OH:8])=[CH:11][C:12]=2[N:26]2[CH2:31][CH2:30][N:29]([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:28][CH2:27]2)[CH2:21][CH2:20]1)([CH3:25])([CH3:24])[CH3:23]

参加物

6

反応物 4

HCID 962WaterHCID 5235Sodium FluorideHCID 21226445Aluminium lithium hydrideHCID 587677084-(4-t-Butylcyclohexyl)-3-(4-butylpiperazin-1-yl)benzoic acid methyl ester

生成物 1

HCID 23142118[4-(4-t-Butylcyclohexyl)-3-(4-butylpiperazin-1-yl)phenyl]methanol収率 102.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Lithium aluminum hydride (29 mg, 0.764 mmol) was suspended in anhydrous tetrahydrofuran (5 mL). To the suspension was added a solution of 4-(4-t-butylcyclohexyl)-3-(4-butylpiperazin-1-yl)benzoic acid methyl ester (308 mg, 0.743 mmol) in anhydrous tetrahydrofuran (5 mL) at room temperature under a nitrogen atmosphere, followed by stirring for 55 minutes. Sodium fluoride (262 mg) was added to the reaction mixture, and water (0.11 mL) was gradually added while blowing nitrogen. After stirring for 1 hour and 35 minutes, insoluble materials were filtered off and the filtrate was concentrated under reduced pressure. The obtained residue was dissolved in ethyl acetate, and anhydrous sodium sulfate was added for drying. The desiccant was filtered off and the filtrate was concentrated under reduced pressure to give 295 mg of a crude product of the title compound as a colorless oil.

後処理

  1. additionwas gradually added
  2. stirringAfter stirring for 1 hour and 35 minutes
  3. filtrationinsoluble materials were filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. dissolutionThe obtained residue was dissolved in ethyl acetate
  6. additionanhydrous sodium sulfate was added
  7. customfor drying
  8. filtrationThe desiccant was filtered off
  9. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-bd39cbd617e54880bbc0e3a87968386c
出典データセット
uspto-grants-2008_09
特許番号
US07425554B2

関連ノート

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