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Sodium borohydride → 4-(2,2,2-Trifluoroethyl)phenol

HRID 1009170
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HRID 1009170 반응식
Cl[CH:2]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[C:3]([F:6])([F:5])[F:4].[BH4-].[Na+]>C1COCC1>[F:4][C:3]([F:5])([F:6])[CH2:2][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 114584944-(1-Chloro-2,2,2-trifluoroethyl)phenol

생성물 1

HCID 224853604-(2,2,2-Trifluoroethyl)phenol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-(1-chloro-2,2,2-trifluoroethyl)phenol (3.60 g, 17.1 mmol) in THF was added sodium borohydride (0.903 ml, 25.6 mmol) in one portion. The reaction was stirred at RT for 18 h, and then quenched with MeOH. The resulting mixture was concentrated and diluted with EtOAc. After washed with water and brine. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was dried in vacuum to afford 4-(2,2,2-trifluoroethyl)phenol as a colorless oil. MS m/z: 175(M−1).

후처리

  1. customquenched with MeOH
  2. concentrationThe resulting mixture was concentrated
  3. additiondiluted with EtOAc
  4. washAfter washed with water and brine
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was dried in vacuum

출처 및 근거

ORD 기록
ord-010a9327582946f29a22d5ccc9c63e72
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07973047B2

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