Sodium cyanoborohydride → 4-(2,2,2-Trifluoro-1-hydroxyethyl)phenol

HRID 20061

반응식

HRID 20061 반응식
[F:1][C:2]([F:13])([F:12])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)=[O:4].C([BH3-])#N.[Na+]>ClC(Cl)C.[I-].[Zn+2].[I-]>[F:1][C:2]([F:12])([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)[OH:4]

참가 물질

5

반응물 2

HCID 5003444Sodium cyanoborohydrideHCID 114468182,2,2-Trifluoro-1-(4-hydroxyphenyl)ethanone

생성물 1

HCID 112869774-(2,2,2-Trifluoro-1-hydroxyethyl)phenol

시약·촉매·용매 2

HCID 9883512zinc(II)iodide촉매HCID 63651,1-Dichloroethane용매

실험 절차

To a solution of 2,2,2-trifluoro-1-(4-hydroxyphenyl)ethanone (5.0 g, 26 mmol) in dichloroethane was added zinc iodide (2.7 ml, 39 mmol) followed by sodium cyanoborohydride (10 ml, 197 mmol). The reaction was stirred at RT for 18 h. Both TLC and LCMS showed one product was formed. MS+=175 (desired mass 192—OH). The mixture was filtered through celite and rinsed with dichloromethane. The filtrate was concentrated and dried in vacuum to afford the title compound as colorless oil. MS m/z: 175(M−H2O).

후처리

  1. customwas formed
  2. filtrationThe mixture was filtered through celite
  3. washrinsed with dichloromethane
  4. concentrationThe filtrate was concentrated
  5. customdried in vacuum

출처 및 근거

ORD 기록
ord-ee744732b1db40f2af28ba7e8613f7fa
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745484B2

연결된 노트

불러오는 중…