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Sodium borohydride → (4-(Trifluoromethyl)-1,3-thiazol-2-yl)methanol

HRID 1497399
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HRID 1497399 반응식
[BH4-].[Na+].[F:3][C:4]([F:16])([F:15])[C:5]1[N:6]=[C:7]([C:10](OCC)=[O:11])[S:8][CH:9]=1>CO>[F:16][C:4]([F:3])([F:15])[C:5]1[N:6]=[C:7]([CH2:10][OH:11])[S:8][CH:9]=1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 23560697Ethyl 4-(trifluoromethyl)thiazole-2-carboxylate

생성물 1

HCID 23560688(4-(Trifluoromethyl)-1,3-thiazol-2-yl)methanol수율 83.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium tetrahydroborate (840 mg) was added to a solution of ethyl 4-(trifluoromethyl)-1,3-thiazole-2-carboxylate (2.5 g) in methanol (15 ml) at 0° C., and the mixture was stirred at the same temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (1.7 g).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionthe residue was diluted with water
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-c3705374585541c890b69f84e6009047
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09199963B2

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