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Aluminium lithium hydride → (2,4-Difluoro-5-methylphenyl)methanol

HRID 2172641
ノート
印刷プレビュー

反応式

HRID 2172641 の反応式
C[O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([CH3:10])[C:7]([F:11])=[CH:6][C:5]=1[F:12].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[F:12][C:5]1[CH:6]=[C:7]([F:11])[C:8]([CH3:10])=[CH:9][C:4]=1[CH2:3][OH:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 55264252Methyl 2,4-difluoro-5-methylbenzoate

生成物 1

HCID 45090665(2,4-Difluoro-5-methylphenyl)methanol収率 117.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 2,4-difluoro-5-methyl-benzoic acid methyl ester from Step A (1.0 g, 5.37 mmol) in tetrahydrofuran (10 mL), cooled to −78° C. using a dry ice/acetone bath, was added lithium aluminum hydride, 1.0M in tetrahydrofuran (10 mL, 10 mmol), in a dropwise manner. The solution was stirred for two hours. The reaction was quenched by dropwise addition of ice-cold saturated sodium bicarbonate solution, allowed to warm to room temperature and was extracted with ethyl acetate. The organic layer was washed with water and brine and dried over magnesium sulfate. The slurry was filtered and concentrated to provide the alcohol as a colorless liquid (1.0 g, quantitative yield).

後処理

  1. customThe reaction was quenched by dropwise addition of ice-cold saturated sodium bicarbonate solution
  2. extractionwas extracted with ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationThe slurry was filtered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-c5f583ada7034ca280d25d90fcbbd195
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09056110B2

反応ノート

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