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

HRID 1600924노트

반응식

HRID 1600924 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aa9fb16a39c8465fb6fb3fbff1655f53
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05977105

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