Sodium Hydroxide → HCID 57706373、化合物

HRID 1662518ノート

反応式

HRID 1662518 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:25])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14](OC)=[O:15])=[CH:10][C:9]=2[C:18]2[C:22]([CH3:24])([CH3:23])[CH2:21][CH2:20][CH:19]=2)[CH:7]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:25])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][OH:15])=[CH:10][C:9]=2[C:18]2[C:22]([CH3:23])([CH3:24])[CH2:21][CH2:20][CH:19]=2)[CH:7]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 57706006Methyl 5'-chloro-2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-1,1'-biphenyl-4-carboxylate

生成物 1

HCID 57706373HCID 57706373、化合物収率 63.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of 78.9A (0.082 g, 0.23 mmol) in THF (5.00 mL) at 0° C. was added LAH (0.46 mL, 0.46 mmol, 1.0M). The reaction was then stirred for 1.5 hours. 1N NaOH(aq) was then added to the quench the reaction. The reaction was extracted three times with EtOAc. After drying over anhydrous magnesium sulfate and filtering, the organic solvent was removed under reduced pressure and the product was purified on silica gel (0-20% EtOAc in hexanes) to yield 78.9B as a colorless oil (0.048 g, 63% yield).

後処理

  1. customquench
  2. customthe reaction
  3. extractionThe reaction was extracted three times with EtOAc
  4. dry with materialAfter drying over anhydrous magnesium sulfate
  5. filtrationfiltering
  6. customthe organic solvent was removed under reduced pressure
  7. customthe product was purified on silica gel (0-20% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-3461c1161d9f4be7812f8081b85d9791
出典データセット
uspto-grants-2011_10
特許番号
US08030354B2

反応ノート

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