Water → 4-[(6-Chloro-3-pyridazinyl)oxy]benzenemethanol

HRID 347676ノート

反応式

HRID 347676 の反応式
[Cl:1][C:2]1[N:3]=[N:4][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH:15]=[O:16])=[CH:11][CH:10]=2)=[CH:6][CH:7]=1.[BH4-].[Na+].O>CO>[Cl:1][C:2]1[N:3]=[N:4][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][CH:10]=2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 17859705HCID 17859705、化合物

生成物 1

HCID 178597134-[(6-Chloro-3-pyridazinyl)oxy]benzenemethanol収率 76%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

3-Chloro-6-(4-formylphenoxy)pyridazine (4.06 g, 17.3 mmol) and 200 mL of methanol were mixed, and after sodium borohydride (654 mg, 17.3 mmol) was added under cooling with ice and stirring, the mixture was stirred for 15 minutes. Water was added to the reaction mixture and methanol was distilled off. The residue was poured into water, which was extracted with ethyl acetate. The extracted solution was washed with saturated brine, then dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel chromatography (eluate n-hexane:ethyl acetate=1:2 v/v) to obtain 3.10 g (76%) of the title compound as a colorless oily product.

後処理

  1. temperatureunder cooling with ice
  2. stirringthe mixture was stirred for 15 minutes
  3. distillationwas distilled off
  4. additionThe residue was poured into water, which
  5. extractionwas extracted with ethyl acetate
  6. washThe extracted solution was washed with saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated
  9. customThe residue was purified by silica gel chromatography (eluate n-hexane:ethyl acetate=1:2 v/v)

出典と根拠

ORDレコード
ord-dadae83fcd9645f797ee40cdeb618f20
出典データセット
uspto-grants-2007_02
特許番号
US07176204B2

反応ノート

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