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Sodium borohydride → [2-(Difluoromethyl)-1,3-thiazol-4-yl]methanol

HRID 2203118
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HRID 2203118 반응식
[F:1][CH:2]([F:13])[C:3]1[S:4][CH:5]=[C:6]([C:8](OCC)=[O:9])[N:7]=1.[BH4-].[Na+]>CO>[F:1][CH:2]([F:13])[C:3]1[S:4][CH:5]=[C:6]([CH2:8][OH:9])[N:7]=1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 89690438Ethyl 2-(difluoromethyl)thiazole-4-carboxylate

생성물 1

HCID 89690005[2-(Difluoromethyl)-1,3-thiazol-4-yl]methanol수율 55.2%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

To a solution of ethyl 2-(difluoromethyl)thiazole-4-carboxylate (100 mg) in MeOH (1 ml) was added NaBH4 (36.5 mg) at 0° C., and the mixture was stirred at 0° C. for 3 h. The mixture was quenched with saturated NH4Cl solution, and extracted with EtOAc. The organic layer was separated, washed with water and brine successively, dried over MgSO4 and concentrated in vacuo. The residue was purified by NH silica gel column chromatography (hexane/EtOAc) to give the title compound (44.0 mg) as a pale yellow oil.

후처리

  1. customThe mixture was quenched with saturated NH4Cl solution
  2. extractionextracted with EtOAc
  3. customThe organic layer was separated
  4. washwashed with water and brine successively
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by NH silica gel column chromatography (hexane/EtOAc)

출처 및 근거

ORD 기록
ord-a88d85b481a546f38eaf70549a923a48
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09365540B2

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