4-chloro-1-methyl-1H-pyrazole-3-carbaldehyde → (4-chloro-1-methyl-1H-pyrazol-3-yl)methanol

HRID 630184ノート

反応式

HRID 630184 の反応式
[BH4-].[Na+].[Cl:3][C:4]1[C:5]([CH:10]=[O:11])=[N:6][N:7]([CH3:9])[CH:8]=1>CO>[Cl:3][C:4]1[C:5]([CH2:10][OH:11])=[N:6][N:7]([CH3:9])[CH:8]=1

参加物

4

反応物 2

HCID 27821534-chloro-1-methyl-1H-pyrazole-3-carbaldehydeHCID 4311764Sodium borohydride

生成物 1

HCID 55255171(4-chloro-1-methyl-1H-pyrazol-3-yl)methanol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of sodium borohydride (393 mg, 10.4 mmol) in methanol (25 mL) was added a solution of 4-chloro-1-methyl-1H-pyrazole-3-carbaldehyde (1.0 g, 6.9 mmol) in methanol (10 mL) at 0° C. The mixture was stirred for 4 hours at room temperature. The solvent was evaporated, water was added, and the mixture was extracted 3 times with ethyl acetate. The combined organic phases were washed with brine and dried over sodium sulfate. After evaporation of the solvent, (4-chloro-1-methyl-1H-pyrazol-3-yl)methanol was obtained as a yellow oil (680 mg, 67% yield) and used in the next step without further purification; 1H NMR (400 MHz, DMSO-d6): δ 3.77 (s, 3H), 4.34 (d, J=5.6 Hz, 2H), 5.03 (s, J=5.6 Hz, 1H), 7.85 (s, 1H).

後処理

  1. customThe solvent was evaporated
  2. additionwater was added
  3. extractionthe mixture was extracted 3 times with ethyl acetate
  4. washThe combined organic phases were washed with brine
  5. dry with materialdried over sodium sulfate
  6. customAfter evaporation of the solvent

出典と根拠

ORDレコード
ord-4174103f39344591a89af36259e33a24
出典データセット
uspto-grants-2016_04
特許番号
US09315521B2

反応ノート

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