Ethanol → (+/-)-1-(3'-Methoxybiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol

HRID 1600924ノート

反応式

HRID 1600924 の反応式
Cl[CH2:2][CH:3]([OH:12])[CH2:4][CH2:5][C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1.[CH3:13][O:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=2)[CH:18]=[CH:19][CH:20]=1.C(O)C.[OH-].[Na+]>CCCCCC>[CH3:13][O:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH2:2][CH:3]([OH:12])[CH2:4][CH2:5][C:6]3[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=3)=[CH:23][CH:22]=2)[CH:18]=[CH:19][CH:20]=1

参加物

6

反応物 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 124650883'-Methoxy(1,1'-biphenyl)-4-olHCID 22465338HCID 22465338、化合物

生成物 1

HCID 21830673(+/-)-1-(3'-Methoxybiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

Prepared according to the method described in Example 24b) from (±)-α-(chloromethyl)-3-pyridinepropanol (1.90 g), 3'-methoxybiphenyl-4-ol (2.05 g), ethanol (40 ml) and aqueous sodium hydroxide (2.1 M, 5 ml). After the reaction was complete it was concentrated under reduced pressure and the residue partitioned between ethyl acetate and water. The combined organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was twice purified by column chromatography over silica eluting with dichloromethane:ethyl acetate as an oil (1.35 g). A white solid was obtained after trituration with ether:hexane.

後処理

  1. customPrepared
  2. concentrationwas concentrated under reduced pressure
  3. customthe residue partitioned between ethyl acetate and water
  4. dry with materialThe combined organic extracts were dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was twice purified by column chromatography over silica eluting with dichloromethane
  8. customA white solid was obtained after trituration with ether

出典と根拠

ORDレコード
ord-aa9fb16a39c8465fb6fb3fbff1655f53
出典データセット
uspto-grants-1999_11
特許番号
US05977105

反応ノート

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