Aluminium lithium hydride → (2-(Difluoromethyl)phenyl)methanol

HRID 1170904ノート

反応式

HRID 1170904 の反応式
[F:1][CH:2]([F:13])[C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[C:5](OC)=[O:6].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1.C(OCC)(=O)C.[OH-].[Na+]>[F:1][CH:2]([F:13])[C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[CH2:5][OH:6]

参加物

6

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 53435083Methyl 2-(difluoromethyl)benzoate

生成物 1

HCID 59553902(2-(Difluoromethyl)phenyl)methanol収率 80.7%

試薬・触媒・溶媒 3

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

To a solution of methyl 2-(difluoromethyl)benzoate (700 mg, 3.76 mmol) in THF was added 1M lithium aluminum hydride in THF (5.64 mL, 11.3 mmol) dropwise at room temperature for 1 h. The reaction was then poured into ice water (100 mL) and diluted with ethyl acetate (200 mL) and 2N sodium hydroxide aqueous solution (100 mL). The organic phase was then separated and washed with brine (50 mL), dried over sodium sulfate and concentrated, to give (2-(difluoromethyl)phenyl)methanol as an oil (480 mg). 1H NMR (400 MHz, CDCl3) δ 7.56 (d, 1H), 7.41 (m, 3H), 6.93 (t, 1H), 4.82 (s, 2H).

後処理

  1. customThe organic phase was then separated
  2. washwashed with brine (50 mL)
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-f1d8f1e6952a4241839c668adf23fb81
出典データセット
uspto-grants-2010_11
特許番号
US07829572B2

反応ノート

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