Water → 2,2-Difluoro-4-phenylbutan-1-ol

HRID 1966615ノート

反応式

HRID 1966615 の反応式
[F:1][C:2]([F:16])([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:3](OCC)=[O:4].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[F:1][C:2]([F:16])([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:3][OH:4]

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 19983613Benzenebutanoic acid, alpha,alpha-difluoro-, ethyl esterHCID 21226445Aluminium lithium hydride

生成物 1

HCID 184257752,2-Difluoro-4-phenylbutan-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a cooled solution of Intermediate 1 (1.0 g, 4.45 mmol) in tetrahydrofuran (15 mL) was added lithium aluminum hydride (0.22 g, 5.78 mmol). The mixture was stirred at room temperature overnight. To the crude reaction was added water (0.3 mL), 4N sodium hydroxide (0.3 ml) and water (0.9 mL). The resulting solid was filtered through Celite and the solvent removed under reduced pressure. The residue was diluted with methylene chloride (20 mL) and washed with water (10 mL), 2N hydrochloric acid (2×10 mL) and water (10 mL), dried (Na2SO4), and concentrated. The title compound was obtained as brown oil (0.6 g, 72%).

後処理

  1. customTo the crude reaction
  2. filtrationThe resulting solid was filtered through Celite
  3. customthe solvent removed under reduced pressure
  4. additionThe residue was diluted with methylene chloride (20 mL)
  5. washwashed with water (10 mL), 2N hydrochloric acid (2×10 mL) and water (10 mL)
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-624a73789cec4f3a8b325059abbb2ac3
出典データセット
uspto-grants-2013_04
特許番号
US08420669B2

反応ノート

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