Hydrochloric Acid → 1-{Hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-methoxy-naphthalen-2-ol

HRID 1513910ノート

反応式

HRID 1513910 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH3:13])[CH:8]=2)[C:3]=1[C:14]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][N:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)=[CH:18][CH:17]=1)=[O:15].[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>O1CCCC1.O>[OH:15][CH:14]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][N:25]2[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]2)=[CH:18][CH:17]=1)[C:3]1[C:4]2[C:9](=[CH:8][C:7]([O:12][CH3:13])=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:2]=1[OH:1]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 219316286-Methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-ol

生成物 1

HCID 670047201-{Hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-methoxy-naphthalen-2-ol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Dissolve (2-hydroxy-6-methoxy-naphthalen-1-yl)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone (12 g, 29.6 mmol) in tetrahydrofuran (200 Add lithium aluminum hydride (3.0 g, 78.0 mmol) and heat the reaction to reflux. Allow to cool to room temperature and add ice. Adjust the pH of the mixture to 7 with 5 M hydrochloric acid. Dilute with water (500 mL). Wash the mixture four times with dichloromethane (500 mL each wash). Combine the organics, dry over sodium sulfate, decant, and concentrate in vacuo to give 1-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-methoxy-naphthalen-2-ol.

後処理

  1. temperatureheat
  2. customthe reaction
  3. temperatureto reflux
  4. additionadd ice
  5. washWash the mixture four times with dichloromethane (500 mL each wash)
  6. dry with materialCombine the organics, dry over sodium sulfate
  7. customdecant
  8. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-62c15a62cbc947ae8a77068a8bb64e11
出典データセット
uspto-grants-2012_07
特許番号
US08217032B2

反応ノート

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