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Sodium borohydride → 1-(3-(Trifluoromethyl)pyridin-2-yl)ethanol

HRID 545086
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HRID 545086 반응식
[C:1]([C:4]1[C:9]([C:10]([F:13])([F:12])[F:11])=[CH:8][CH:7]=[CH:6][N:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>CO>[F:13][C:10]([F:11])([F:12])[C:9]1[C:4]([CH:1]([OH:3])[CH3:2])=[N:5][CH:6]=[CH:7][CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 534031371-[3-(Trifluoromethyl)pyridin-2-yl]ethan-1-one

생성물 1

HCID 671892191-(3-(Trifluoromethyl)pyridin-2-yl)ethanol

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
-10 °C

실험 절차

Dissolve 2-acetyl-3-trifluoromethylpyridine (76 g, 0.4021 moles) in anhydrous MeOH (1100 mL) and cool the resulting solution at −10° C. under N2 atmosphere. Add NaBH4 (16.0 g, 0.4238 moles) in small portions over a period of 45 minutes and stir further at −10° C. for an additional 45 minutes. Quench the reaction mixture with water (100 mL) and warm to room temperature. Concentrate the reaction mixture under vacuum, dilute with water (500 mL), extract with EtOAc (3×250 mL) and dry (MgSO4). Filter and concentrate the dried extract under vacuum to afford the title product as a yellow oil.

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후처리

  1. customQuench the reaction mixture with water (100 mL)
  2. temperaturewarm to room temperature
  3. concentrationConcentrate the reaction mixture under vacuum
  4. additiondilute with water (500 mL)
  5. extractionextract with EtOAc (3×250 mL)
  6. dry with materialdry (MgSO4)
  7. filtrationFilter
  8. concentrationconcentrate the dried
  9. extractionextract under vacuum

출처 및 근거

ORD 기록
ord-9eb8b6bd06674c6998079d27854771e2
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07935702B2

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