Hydrochloric Acid → [4-(Pyrid-2-yloxy)phenyl]methanol

HRID 347674노트

반응식

HRID 347674 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][C:8]1[CH:16]=[CH:15][C:11]([C:12](O)=[O:13])=[CH:10][CH:9]=1.Cl>O1CCCC1>[OH:13][CH2:12][C:11]1[CH:15]=[CH:16][C:8]([O:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[CH:9][CH:10]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 222620524-(Pyridin-2-yloxy)benzoic acid

생성물 1

HCID 17859715[4-(Pyrid-2-yloxy)phenyl]methanol수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Under an atmosphere of argon, 4-(2-pyridyloxy)benzoic acid (1.08 g, 5.02 mmol) was dissolved in 20 mL of dehydrated tetrahydrofuran. Under cooling with ice and stirring, 1 mol/L borane-tetrahydrofuran complex (15.1 mL, 15.1 mmol) was added dropwise for 5 minutes and the mixture was allowed to stand overnight at room temperature. Under cooling with ice, 2 mL of 6 mol/L hydrochloric acid were added dropwise and, after stirring for 30 minutes, the reaction mixture was concentrated under reduced pressure. The residue was poured into 100 mL of ice water and, after salt was saturated, the mixture was made alkaline with potassium carbonate, which was extracted with ethyl acetate. The extracted solution was dried over anhydrous sodium sulfate and then concentrated to obtain 1.01 g (100%) of the title compound as a pale yellow oil.

후처리

  1. temperatureUnder cooling with ice
  2. addition1 mol/L borane-tetrahydrofuran complex (15.1 mL, 15.1 mmol) was added dropwise for 5 minutes
  3. additionwere added dropwise
  4. stirringafter stirring for 30 minutes
  5. concentrationthe reaction mixture was concentrated under reduced pressure
  6. additionThe residue was poured into 100 mL of ice water
  7. extractionwas extracted with ethyl acetate
  8. dry with materialThe extracted solution was dried over anhydrous sodium sulfate
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4714ae4408cd4836b9c619da762c59f1
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176204B2

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