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Hydrochloric Acid → (2S)-2-(2,3,4-Trifluoroanilino)propanol

HRID 8456
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HRID 8456 반응식
[BH4-].[Na+].[F:3][C:4]1[C:16]([F:17])=[C:15]([F:18])[CH:14]=[CH:13][C:5]=1[NH:6][C@@H:7]([CH3:12])[C:8](OC)=[O:9].Cl.C(=O)([O-])O.[Na+]>CC(O)C.CO>[F:3][C:4]1[C:16]([F:17])=[C:15]([F:18])[CH:14]=[CH:13][C:5]=1[NH:6][C@@H:7]([CH3:12])[CH2:8][OH:9]
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 4311764Sodium borohydrideHCID 10125210Methyl (2S)-2-(2,3,4-trifluoroanilino)propionate

생성물 1

HCID 11401466(2S)-2-(2,3,4-Trifluoroanilino)propanol수율 84.1%

시약·촉매·용매 2

HCID 887Methanol
용매
HCID 3776Isopropanol용매2회

반응 조건

온도
50 °C

실험 절차

Under ice-cooling, sodium borohydride (1.2 g) was dissolved in IPA (50 ml). After adding methanol (5 ml), a solution of the compound (5.0 g) obtained in Example 1 in IPA was dropped therein to. Then the liquid reaction mixture was heated to 50° C. and stirred for 1 hour. Next, hydrochloric acid (1 mol/l) was added and the mixture was stirred for a while. Then a saturated aqueous solution of sodium hydrogencarbonate was added and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate and filtered. After evaporating the solvent, the obtained residue was subjected to silica gel column chromatography to give 3.7 g (84%) of the title compound as an oily substance.

후처리

  1. temperatureUnder ice-cooling
  2. customThen the liquid reaction mixture
  3. stirringthe mixture was stirred for a while
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe extract was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customAfter evaporating the solvent

출처 및 근거

ORD 기록
ord-5d5a9bdc3c81411cb148de996528a9c6
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07087778B2

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