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

HRID 347676노트

반응식

HRID 347676 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 17859705HCID 17859705, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-dadae83fcd9645f797ee40cdeb618f20
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176204B2

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