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Sodium borohydride → (4-((6-Chloropyridin-3-yl)oxy)-3-fluorophenyl)methanol

HRID 2171343
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HRID 2171343 반응식
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][C:10]=2[F:17])=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:12]([CH2:13][OH:14])=[CH:11][C:10]=2[F:17])=[CH:4][CH:3]=1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 867241924-((6-Chloropyridin-3-yl)oxy)-3-fluorobenzaldehyde

생성물 1

HCID 86676396(4-((6-Chloropyridin-3-yl)oxy)-3-fluorophenyl)methanol

시약·촉매·용매 1

HCID 887Methanol용매

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온도
25 °C

실험 절차

To a solution of 4-((6-chloropyridin-3-yl)oxy)-3-fluorobenzaldehyde (2.80 g, 11.1 mmol) in methanol (25 mL) was added portionwise solid NaBH4 (0.842 g, 22.3 mmol) at room temperature. The reaction mixture was stirred at 25° C. for 2 h, concentrated to remove solvent, dissolved in water (50 mL) and extracted with ethyl acetate (50 mL×2). Combined organic parts were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The crude was used into next step without purification (2.8 g).

후처리

  1. concentrationconcentrated
  2. customto remove solvent
  3. dissolutiondissolved in water (50 mL)
  4. extractionextracted with ethyl acetate (50 mL×2)
  5. washCombined organic parts were washed with brine
  6. dry with materialdried over anhydrous Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe crude was used into next step without purification (2.8 g)

출처 및 근거

ORD 기록
ord-b27902b7a0314f36aa75815c99f5066a
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09051325B2

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